- Photoredox synthesis of functionalized quinazolinesviacopper-catalyzed aerobic oxidative Csp2-H annulation of amidines with terminal alkynes
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We have developed a visible light-induced photo-redox copper-catalyzed oxidative Csp2-H annulation (Friedel-Crafts-type cyclization) of amidines with terminal alkynes at room temperature to synthesize functionalized quinazolines. We report copp
- Charpe, Vaibhav Pramod,Hwang, Kuo Chu,Ragupathi, Ayyakkannu,Sagadevan, Arunachalam
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supporting information
p. 5024 - 5030
(2021/07/29)
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- An eco-friendly approach for the synthesis of 1,2,5-trisubstituted and 4-amino-1,2,5-tetrasubstituted imidazoles via a multi-component condensation
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The synthesis of 1,2,5-trisubstituted and 4-amino-1,2,5-tetrasubstituted imidazoles was demonstrated via a two-step cyclo-condensation reaction of aryl amines, carbonitriles, and ethyl bromopyruvate or aryl amines and arylglyoxals in ethanol heated under
- Mehrabi, Hossein,Alizadeh-Bami, Farzaneh,Meydani, Azam,Besharat, Soheila
-
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- Synthesis of aminoisoquinolines via Rh-catalyzed [4 + 2] annulation of benzamidamides with vinylene carbonate
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A new strategy is developed for the synthesis of 1-aminoisoquinoline derivatives. This Rh(III)-catalyzed [4 + 2] annulation reaction employs benzamidines as efficient directing groups and the vinylene carbonate as an acetylene surrogate. Additionally, the reaction features broad substrate scopes and good yields, only producing carbonate anion as byproduct.
- Huang, Xin,Xu, Yingying,Li, Jianglian,Lai, Ruizhi,Luo, Yi,Wang, Qiantao,Yang, Zhongzhen,Wu, Yong
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supporting information
p. 3518 - 3521
(2021/06/12)
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- Transition-Metal-Free Synthesis of 1,2-diphenyl-1H-benzo[d] Imidazole Derivatives from N-phenylbenzimidamides and Cyclohexanones
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A transition-metal-free strategy for the formation of 1,2-diphenyl-1H-benzo[d] imidazoles from N-phenylbenzimidamides and cyclohexanones is introduced. This is the first report on the direct synthesis of 1,2-diphenyl-1H-benzo[d] imidazoles from cyclohexanones and N-phenylbenzimidamides via iodine- promoted oxidative cyclization. Non-aromatic cyclohexanones were smoothly dehydrogenated, and acted as an aryl source using oxygen as a green oxidant. The catalytic use of iodine makes this method quite simple, more economical and convenient. Under optimized conditions, various substituted 1,2-diphenyl-1H-benzo[d] imidazoles were smoothly reacted, and the desired substituted imidazoles were generated with moderate to excellent yields. (Figure presented.).
- Lu, Guoqiang,Luo, Nan,Hu, Fangpeng,Ban, Zihui,Zhan, Zhenzhen,Huang, Guo-Sheng
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supporting information
p. 487 - 492
(2019/12/12)
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- Practical Synthesis of Benzimidazo[1,2- A[quinolines via Rh(III)-Catalyzed C-H Activation Cascade Reaction from Imidamides and Anthranils
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We report a novel and practical one-pot Rh(III)-catalyzed strategy to construct benzimidazo[1,2-a]quinolines from readily available imidamides and anthranils. The cascade reaction proceeds via a C-H amination-cyclization-cyclization process in ionic liquid without any additives and possesses simple operation, moderate-to-high yield, and broad substrate scope features, which will provide the reference for the construction of biologically active fused benzimidazoles.
- Hu, Yao,Wang, Ting,Liu, Yanzhao,Nie, Ruifang,Yang, Ninghong,Wang, Qiantao,Li, Guo-Bo,Wu, Yong
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supporting information
p. 501 - 504
(2020/01/31)
-
- Oxidative Cyclization Approach to Benzimidazole Libraries
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An efficient approach to the parallel synthesis of benzimidazoles from anilines is described. Library approaches to vary the N1 and C2 vectors of benzimidazoles are well established; however, C4-C7 variation has traditionally relied on 1,2-dianiline build
- Arnold, Eric P.,Mondal, Prolay K.,Schmitt, Daniel C.
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supporting information
p. 1 - 5
(2020/02/20)
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- Metal-Free Synthesis of Polysubstituted Imidazolinone Through Cyclization of Amidines with 2-Substituted Acrylates
-
Polysubstituted imidazolinones were synthesized in a facile metal-free cascade nucleophilic cyclization of easily available amidines and 2-substituted acrylates. This protocol is distinguished by simple, mild, and catalyst-free reaction conditions with a broad substrate scope, affording the desired products in moderate to good yields and providing an efficient strategy for synthesis of polysubstituted imidazolinone.
- Liu, Zhen,Zhang, Yan-Shun,Wei, Yin,Shi, Min
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supporting information
p. 1093 - 1099
(2020/02/27)
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- Synthesis of 1,2,4,5-tetrasubstituted imidazoles and 2,4,5,6-tetrasubstituted pyrimidines: three-component, the one-pot reaction of arylamidines, malononitrile, and arylglyoxals or aryl aldehydes
-
A highly efficient one-pot synthesis of the 1,2,4,5-tetrasubstituted imidazoles and 2,4,5,6-tetrasubstituted pyrimidines through an arylamidine, malononitrile, and carbonyl compound by using Et3N in CH3CN at reflux conditions was dev
- Alizadeh-Bami, Farzaneh,Hajipour, Mina,Mehrabi, Hossein,Rezazadeh-Jabalbarezi, Fatemeh
-
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- Eco-friendly Synthesis of 3-(Aryl)-2,6-diphenylpyrimidin-4(3H)-ones, Ethyl-1-(aryl)-1,6-dihydro-2-(aryl)-6-oxopyrimidine-4-carboxylates and 6-(4-Arylphenyl)-2-isopropylpyrimidin-4(3H)-one
-
In present communication, we report the synthesis of pyrimidin-4(3H)-one derivatives by microwave irradiation in good yields and less reaction time. All titled compounds were characterized by IR, NMR and Mass spectral analyses.
- Anantoju, Kishore Kumar,Eppakayala, Laxminarayana,Maringanti, Thirumala Chary
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p. 845 - 850
(2019/03/07)
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- Acid-catalyzed synthesis of imidazole derivatives via N-phenylbenzimidamides and sulfoxonium ylides cyclization
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A straightforward method to synthesize imidazole derivatives from amidines and sulfoxonium ylides catalyzed by acids is reported in this study. Specifically, catalyzed by trifluoroacetic acid in DCE solvents can improve synthesis efficiency under metal-fr
- Tian, Yuan,Qin, Mingda,Yang, Xueying,Zhang, Xueguo,Liu, Yafeng,Guo, Xin,Chen, Baohua
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supporting information
p. 2817 - 2823
(2019/04/13)
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- Metal-Free C-B Bond Cleavage: An Acid Catalyzed Three-Component Reaction Construction of Imidazole-Containing Triarylmethanes
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An efficient acid-catalyzed strategy to prepare imidazole-containing triarylmethanes from amidines, ynals, and boronic acids has been developed. It represents an unprecedented and novel metal-free C-B bond cleavage strategy as a workable route to form new carbon-carbon bonds.
- Wang, Changcheng,Yu, Yue,Su, Zhengquan,Li, Xuechen,Cao, Hua
-
supporting information
p. 4420 - 4423
(2019/06/27)
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- Transition-metal-free three-component reaction: Additive controlled synthesis of sulfonylated imidazoles
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Two efficient transition-metal-free highly regioselective pathways for constructing sulfonylated imidazoles via three-component reactions of amidines, ynals, and sodium sulfonates have been developed. The generations of different sulfonylated imidazoles w
- Liu, Wei,Zhang, Yu,He, Jiaming,Yu, Yue,Yuan, Jiajun,Ye, Xiaoyi,Zhang, Ziwu,Xue, Liang,Cao, Hua
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p. 11348 - 11358
(2019/09/09)
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- A Facile and Effective Procedure for Synthesis of Polyfunctionalized Bis (imidazolyl) Pyrrole/Imidazolyl Indole from Pyrrole/Indole with Arylglyoxals and N-aryl amidines
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Heterocyclic systems containing bis (imidazolyl) pyrrole or imidazolyl indole moieties were synthesized by heterocyclization of pyrrole or indole with arylglyoxal monohydrates and N-aryl amidines in ethanol catalyzed by FeCl3 at room temperature. The paper reports a facile, efficient, and environmentally friendly protocol for the synthesis of new products. Products were isolated by simple filtration, and their structures were established from their spectroscopic data.
- Masoudi, Mozhgan,Shahbazi-Manshadi, Mohammad Reza,Anary-Abbasinejad, Mohammad
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p. 2772 - 2778
(2019/11/03)
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- Unaromatized Tetrahydrobenzimidazole Synthesis from p-Benzoquinone and N-Arylamidines and their Cytotoxic Potential
-
A diverse set of unaromatized and densely functionalized tetrahydrobenzimidazole adducts were obtained in good yields by simple mixing p-benzoquinone 1 with N-arylamidines 2 under mild conditions. The main features of these adducts include a hemi N,O-acet
- Tran, Minh Quan,Nguyen, Thanh Binh,Sawadogo, Wamtinga Richard,Ermolenko, Ludmila,Song, Sungmi,Retailleau, Pascal,Diederich, Marc,Al-Mourabit, Ali
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supporting information
p. 5878 - 5884
(2018/10/09)
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- Direct Synthesis of 3-Acylindoles through Rhodium(III)-Catalyzed Annulation of N-Phenylamidines with α-Cl Ketones
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In the present study, a novel synthetic strategy to directly produce versatile 3-acylindoles through Rh(III)-catalyzed C-H activation and annulation cascade of N-phenylamidines with α-Cl ketones was developed, in which α-Cl ketones serve as unusual one-carbon (sp3) synthons. This strategy features high regioselectivity, efficiency, wide substrate tolerance, and mild reaction conditions, which further underscore its synthetic utility in drug molecule synthesis.
- Zhou, Jianhui,Li, Jian,Li, Yazhou,Wu, Chenglin,He, Guoxue,Yang, Qiaolan,Zhou, Yu,Liu, Hong
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supporting information
p. 7645 - 7649
(2018/12/11)
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- Vanadium-Catalyzed Oxidative C(CO)-C(CO) Bond Cleavage for C-N Bond Formation: One-Pot Domino Transformation of 1,2-Diketones and Amidines into Imides and Amides
-
A novel vanadium-catalyzed one-pot domino reaction of 1,2-diketones with amidines has been identified that enables their transformation into imides and amides. The reaction proceeds by dual acylation of amidines via oxidative C(CO)-C(CO) bond cleavage of 1,2-diketones to afford N,N′-diaroyl-N-arylbenzamidine intermediates. In the reaction, these intermediates are easily hydrolyzed into imides and amides through vanadium catalysis. This method provides a practical, simple, and mild synthetic approach to access a variety of imides as well as amides in high yields. Moreover, one-step construction of imide and amide bonds with a long-chain alkyl group is an attractive feature of this protocol.
- Digwal, Chander Singh,Yadav, Upasana,Ramya, P. V. Sri,Sana, Sravani,Swain, Baijayantimala,Kamal, Ahmed
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p. 7332 - 7345
(2017/07/26)
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- Silver-catalyzed [3 + 2] domino reaction: An efficient strategy to synthesize imidazole-5-carbaldehydes
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An unprecedented regioselective silver-catalyzed [3 + 2] domino reaction of amidines and ynals for the formation of C-N bonds has been developed. The reaction provided a new route to prepare imidazole-5-carbaldehydes which are important intermediates for the construction of fine chemicals. The reaction proceeds smoothly with a broad range of substrates to give imidazoles in good yields.
- Wang, Changcheng,Jiang, Hangqi,Chen, Weifeng,Dong, Jun,Chen, Zhengwang,Cao, Hua
-
supporting information
p. 6463 - 6466
(2017/08/16)
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- Substrate-Controlled Selectivity Switch in a Three-Component Reaction: A Ag-Catalyzed Strategy for the Synthesis of Functionalized Imidazoles
-
An efficient Ag-catalyzed three-component reaction of amidines, ynals, and alcohols, phenols, or water has been developed. This strategy provides a wide range of substrates and represents a simple process for the preparation of different imidazole derivatives in good yields with high regioselectivities.
- Wang, Changcheng,Wang, Enming,Chen, Weixin,Zhang, Lijuan,Zhan, Haiying,Wu, Yuanheng,Cao, Hua
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p. 9144 - 9153
(2017/09/11)
-
- Iodine-Mediated Aryl C?H Amination for the Synthesis of Benzimidazoles and Pyrido[1,2-a]benzimidazoles
-
An intramolecular aryl C?H amination reaction has been achieved using molecular iodine as the sole oxidant for the synthesis of benzimidazole derivatives. The required substrates were readily prepared by addition or coupling of arylamines with the corresponding nitriles or aryl iodides. Iodine-mediated oxidative cyclization of these substrates in the presence of potassium carbonate (K2CO3) as base afforded the corresponding products in moderate to good yields. The transition metal-free protocol presented here is insensitive to air and operationally simple. This versatile and eco-friendly synthetic methodology is broadly applicable to a variety of N-aryl-substituted amidines and pyridin-2-amines, and provides direct access to both 1H-benzo[d]imidazole and pyrido[1,2-a]benzimidazole derivatives from the corresponding precursors. (Figure presented.).
- Lv, Zhigang,Liu, Jing,Wei, Wei,Wu, Jie,Yu, Wenquan,Chang, Junbiao
-
supporting information
p. 2759 - 2766
(2016/09/13)
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- Cp?Rh(III)-Catalyzed Low Temperature C-H Allylation of N-Aryl-trichloro Acetimidamide
-
The readily synthesized trichloro acetimidamide was found to be an excellent directing group for the directed C-H-allylation reactions. Depending on the allylating agent used, selectively either mono- or diallylated products were readily synthesized. More
- Debbarma, Suvankar,Bera, Sourav Sekhar,Maji, Modhu Sudan
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p. 11716 - 11725
(2016/12/09)
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- Sulfated tungstate catalyzed activation of nitriles: addition of amines to nitriles for synthesis of amidines
-
An efficient and mild method for the synthesis of amidines by direct nucleophilic addition of amines to nitriles using sulfated tungstate as heterogeneous catalyst is described. Highlight of the method is its applicability for the synthesis of amidines using a wide variety of amines including ammonia as ammonium acetate and nitriles. Catalyst is mildly acidic, stable, easy to prepare and separate from the reaction mass.
- Veer, Sachin D.,Katkar, Kamlesh V.,Akamanchi, Krishnacharya G.
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supporting information
p. 4039 - 4043
(2016/08/18)
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- Direct Access to 1,3,5-Trisubstituted 1 H -1,2,4-Triazoles from N -Phenylbenzamidines via Copper-Catalyzed Diamination of Aryl Nitriles
-
A copper-catalyzed formation of C-N/N-N bonds using N-phenylbenzamidines with aryl nitriles has been developed and affords a route to 1,3,5-trisubstituted 1H-1,2,4-triazoles in moderate to excellent yields. The method is operationally simple and environme
- Zhang, Lutao,Tang, Dong,Gao, Jing,Wang, Jing,Wu, Ping,Meng, Xu,Chen, Baohua
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p. 3924 - 3930
(2016/11/11)
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- Synthesis of substituted imidazopyridines from perfluorinated pyridine derivatives
-
4-Phenylsulfonyl tetrafluoropyridine was reacted with various N-aryl amidines to give the corresponding imidazopyridine systems via an intramolecular nucleophilic aromatic substitution process whilst pentafluoropyridine gave N′-(perfluoropyridin-4-yl)-N-p
- Poorfreidoni, Alireza,Ranjbar-Karimi, Reza
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p. 5781 - 5783
(2016/12/06)
-
- Synthesis of 2-arylquinazolin-4(3H)-ones by N-aryl benzamidines with aromatic carbonates
-
The reaction of N-aryl benzamidines 1a, 1b, 1c, 1d, 1e, 1f, 1g, 1h, 1i, 1j, 1k, 1l, 1m, 1n with diphenyl carbonate 2a or ethyl phenyl carbonate 2b synthesized 2-arylquinazolin-4(3H)-ones 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j, 3k, 3l, 3m, 3n in simple and
- Aikawa, Shunichi,Sekiguchi, Chiharu,Yamazaki, Yuko,Hattori, Mika,Isaka, Tatsuya,Yoshida, Yasuhiko,Ihara, Shogo
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p. 343 - 348
(2014/04/17)
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- Copper-catalyzed three-component synthesis of 3-Aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates
-
3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which represented a new and effective 1,3-dielectrophilic equivalent in organic synthesis.
- Xing, Yanpeng,Cheng, Binyu,Wang, Jing,Lu, Ping,Wang, Yanguang
-
supporting information
p. 4814 - 4817
(2015/04/27)
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- Copper-catalyzed oxidative diamination of terminal alkynes by amidines: Synthesis of 1,2,4-trisubstituted imidazoles
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An efficient copper-catalyzed synthesis of 1,2,4-trisubstituted imidazoles using amidines and terminal alkynes has been developed. Overall, the oxidative process, which involves Na2CO3, pyridine, a catalytic amount of CuCl2/sub
- Li, Jihui,Neuville, Luc
-
supporting information
p. 1752 - 1755
(2013/06/26)
-
- Synthesis of benzimidazoles by PIDA-promoted direct C(sp2)-H imidation of N-arylamidines
-
A metal-free synthesis of diversified benzimidazoles from N-arylamidines through a phenyliodine(III) diacetate (PIDA) promoted intramolecular direct C(sp2)-H imidation has been developed. The reaction proceeds smoothly at 0 °C or ambient temperature to provide the desired products in good to excellent yields. The synthesis of 2-alkyl- or 2-alkyl-fused benzimidazoles, which are generally inaccessible by similar Pd- or Cu-catalyzed approaches, can also be achieved. Copyright
- Huang, Jinbo,He, Yimiao,Wang, Yong,Zhu, Qiang
-
supporting information
p. 13964 - 13967
(2013/01/15)
-
- Synthesis, characterization of bridged bis(amidinate) lanthanide amides and their application as catalysts for addition of amines to nitriles for monosubstituted N-arylamidines
-
A series of lanthanide amide complexes supported by bridged bis(amidinate) ligand L, LLnNHAr1(DME) (L = [Me3SiNC(Ph)N(CH 2)3NC(Ph)NSiMe3], Ar1 = 2,6- iPr2C6
- Li, Wenbo,Xue, Mingqiang,Xu, Fan,Tu, Jing,Zhang, Yong,Shen, Qi
-
supporting information; experimental part
p. 8252 - 8260
(2012/07/28)
-
- Synthesis and structure of aroylamidines and N-arylbenzamidines hydrochlorides
-
Aroylamidines can be obtained as salts in a reaction of the corresponding arylcarbonitriles with anhydrous ethanol in the presence of dry HCl followed by treating intermediate imidoesters with alcoholic solution of ammonia. N-Arylbenzamidines are obtained by reacting benzonitrile with arylamines in the presence of AlCl3. The structure of arylamines and the reaction conditions signifi cantly affect the yield of the target product, and sometimes the very possibility of its preparation. Pleiades Publishing, Ltd., 2012.
- Kuvaeva,Fedorova,Zaitsev,Yakovlev,Zakharov,Semakova
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experimental part
p. 209 - 213
(2012/06/01)
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- Palladium-catalyzed N-monoarylation of amidines and a one-pot synthesis of quinazoline derivatives
-
A method for the Pd-catalyzed N-arylation of both aryl and alkyl amidines with a wide range of aryl bromides, chlorides, and triflates is described. The reactions proceed in short reaction times and with excellent selectivity for monoarylation. A one-pot synthesis of quinazoline derivatives, via addition of an aldehyde to the crude reaction mixture following Pd-catalyzed N-arylation, is also demonstrated.
- McGowan, Meredeth A.,McAvoy, Camille Z.,Buchwald, Stephen L.
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supporting information; experimental part
p. 3800 - 3803
(2012/09/10)
-
- Copper catalyzed N-arylation of amidines with aryl boronic acids and one-pot synthesis of benzimidazoles by a Chan-Lam-Evans N-arylation and C-H activation/C-N bond forming process
-
Mono-N-arylation of benzamidines 1 with aryl boronic acids 2 was effectively achieved in the presence of a catalytic amount of Cu(OAc) 2 and NaOPiv under mild aerobic conditions. Combining this step with an intramolecular direct C-H bond functionalization, catalyzed by the same catalytic system but under oxygen at 120 C, afforded benzimidazoles 3 in good to excellent yields.
- Li, Jihui,Bénard, Sébastien,Neuville, Luc,Zhu, Jieping
-
supporting information
p. 5980 - 5983
(2013/02/23)
-
- Palladium-catalyzed intramolecular C(sp2)-H amidination by isonitrile insertion provides direct access to 4-aminoquinazolines from N-arylamidines
-
An efficient method for the synthesis of 4-amino-2-aryl(alkyl)quinazolines from readily available N-arylamidines and isonitriles via palladium-catalyzed intramolecular aryl C-H amidination by isonitrile insertion has been developed.
- Wang, Yong,Wang, Honggen,Peng, Jiangling,Zhu, Qiang
-
supporting information; experimental part
p. 4604 - 4607
(2011/10/12)
-
- Regiospecific synthesis of 1, 2-disubstituted (hetero)aryl fused imidazoles with tunable fluorescent emission
-
A palladium-catalyzed two or fourfold amination was established that allows regiospecific synthesis of a diversity-oriented library of 1, 2 disubstituted (hetero)aryl fused imidazoles, and provides an exceptional tool for the discovery of fluorescent scaf
- Zhao, Dongbing,Hu, Junyi,Wu, Ningjie,Huang, Xiaolei,Qin, Xurong,Lan, Jingbo,You, Jingsong
-
supporting information; experimental part
p. 6516 - 6519
(2012/02/02)
-
- Application of the copper catalysed N-arylation of amidines in the synthesis of analogues of the chemical tool, blebbistatin
-
A robust protocol for the CuI-catalysed arylation of amidines is presented. Whilst the initially identified conditions were useful for benzamidine-derived substrates, difficulties were encountered with more complex substrates. This problem was overcome following a change in ligand type, enabling the synthesis of analogues of the chemical tool, blebbistatin.
- Lawson, Christopher P. A. T.,Slawin, Alexandra M. Z.,Westwood, Nicholas J.
-
supporting information; experimental part
p. 1057 - 1059
(2011/02/26)
-
- Ligand-free copper-catalyzed arylation of amidines
-
Copper-catalyzed cross-coupling reactions of amidine salts were utilized to synthesize monoarylated amidines in moderate to high yields with ligand-free conditions. DMF was the superior solvent for the N-arylation of benzamidines, while MeCN was used in the formation of N-aryl amidines in moderate to high yield.(Figure Presented)
- Cortes-Salva, Michelle,Garvin, Corey,Antilla, Jon C.
-
supporting information; experimental part
p. 1456 - 1459
(2011/04/26)
-
- Reinvestigating the synthesis of N-arylbenzamidines from benzonitriles and anilines in the presence of AlCl3
-
The preparation of N-phenylbenzamidine 3a from the reaction between benzonitrile Ia and aniline in the presence of AId3 is reinvestigated with respect to mode of reagent addition, reaction temperature and Lewis acid catalysis. Pre-forming the nitrile-Lewis acid complex prior to the addition of aniline allows for milder reaction conditions, allowing for the higher yielding synthesis of N-phenylbenzamidine 3a (83%). Using these modified conditions several N-(4-substituted phenyl)benzamidines can be prepared including the N-(4-methoxyphenyl)benzamidine 3b (93%) and the previously unobtainable 2-amino-N-(4-methoxyphenyl)benzamidine 31(56%). All new compounds are fully characterised.
- Koutentis, Panayiotis A.,Mirallai, Styliana I.
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experimental part
p. 5134 - 5139
(2010/08/20)
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- Direct imidation to construct 1H-benzo[d]imidazole through Pd II-catalyzed C-H activation promoted by thiourea
-
A study was conducted to demonstrate the development of a method to construct 1H-benzo[d]immidazole through PdII -catalyzed intermolecular C-H activation starting from N-phenylbenziimidamide. The detailed mechanism investigations indicated that a palladacycle monomer or dimer was the key intermediate for this transformation, demonstrating that thiourea was first used to influence the efficiency of C-H activation. The method was found to construct 1H-benzo[d]immidazole through PdII -catalyzed intermolecular C-H activation extending the substrate scope widely. It also demonstrated the introduction of thiourea (tetramethylthiourea) (TMTU) for the first time as an additive to promote the efficiency of PdII catalysis for the direct C-H transformation. N-phenylbenziimidamide was also readily synthesized through the addition of aniline to benzonitrile according to the method to conduct the investigations.
- Xiao, Qing,Wang, Wen-Hua,Liu, Gang,Meng, Fan-Ke,Chen, Jia-Hua,Yang, Zhen,Shi, Zhang-Jie
-
supporting information; experimental part
p. 7292 - 7296
(2010/03/24)
-
- Synthesis and molecular structures of lanthanocene amide complexes and their catalytic activity for addition of amines to nitriles
-
Reaction of (CH3C5H4)2LnCl(THF) with NaNHAr in a 1:1 molar ratio in THF afforded the amide complexes (CH3C5H4)2LnNHAr(THF) [(Ar = 2,6-Me2C6H
- Cai, Tao,Chen, Xiaoniu,Xu, Fan,Zhang, Yong,Yao, Yingming,Shen, Qi
-
experimental part
p. 3167 - 3171
(2010/01/05)
-
- 2,3-Diaryl-5-anilino[1,2,4]thiadiazoles as melanocortin MC4 receptor agonists and their effects on feeding behavior in rats
-
The melanocortin-4 receptor (MC4) modulates physiological functions such as feeding behavior, nerve regeneration, and drug addiction. Using a high throughput screen based on 125I-NDP-MSH binding to the human MC4 receptor, we discovered 2,3-diar
- Pan, Kevin,Scott, Malcolm K.,Lee, Daniel H. S.,Fitzpatrick, Louis J.,Crooke, Jeffery J.,Rivero, Ralph A.,Rosenthal, Daniel I.,Vaidya, Anil H.,Zhao, Boyu,Reitz, Allen B.
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p. 185 - 192
(2007/10/03)
-
- 1,2-Dihydro-1,3,5-triazines from 1,3-diaza-1,3-butadienes
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The 4-aryl-1-(4-methylphenyl)-2-phenyl- and 1-benzyl-2,4-diphenyl-1,3- diaza-1,3-butadienes are nearly quantitatively transformed into the corresponding 1,3,5-triazines when allowed to stand at room temperature in benzene solution. The mechanism of the reaction is discussed.
- Rossi, Elisabetta,Abbiati, Giorgio,Nava, Donatella
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p. 1401 - 1407
(2007/10/03)
-
- Samarium(II) iodide induced reductive coupling of nitriles with nitro compounds
-
The intermolecular and intramolecular reductive coupling of a cyano group with a nitro group induced by SmI2 was studied. Amidines and 2-aminoquinoline derivatives are prepared in good yields under neutral and mild conditions respectively.
- Zhou, Longhu,Zhang, Yongmin
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p. 2899 - 2902
(2007/10/03)
-
- Facile Synthesis of Amidines via the Intermolecular Reductive Coupling of Nitriles with Nitro Compounds Induced by Samarium(II) Iodide
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The intermolecular reductive coupling of nitriles with nitro compounds induced by Sml2 was studied; amidine derivatives are prepared in good yields under neutral and mild conditions.
- Zhou, Longhu,Zhang, Yongmin
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p. 596 - 597
(2007/10/03)
-
- Low-valent titanium induced reductive coupling of nitriles with nitro compounds
-
The intermolecular and intramolecular reductive coupling of a cyano group with a nitro group induced by a low-valent titanium reagent prepared from TiCl4/Sm was studied. Amidines and 2-aminoquinolines derivatives are prepared in good yields under mild conditions respectively.
- Zhou, Longhu,Zhang, Yongmin
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p. 3249 - 3262
(2007/10/03)
-
- N-haloamidines. VII(2c). 4-Amino-5-chloroimidazoles and 4-amino-5- unsubstituted imidazoles from N-chloro-N'-arylbenzamidines and 1,1- diaminoethenes
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N-chloro-N'-arylbenzamidines react with 1,1-diaminoethenes to give in good yields 4-amino-5-chloroimidazoles. The behaviour of these compounds in some nucleophilic substitution reactions and their reduction to 4-amino 5- unsubstituted imidazoles is reported.
- Rossi,Pini
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p. 7939 - 7946
(2007/10/03)
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- Synthesis & Pharmacological Evaluation of Ethyl 3-Substituted-phenyl-2-methylmercapto/ phenyl/ methyl-4(3H)-pyrimidone-5-carboxylates
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A number of ethyl 3-substituted-phenyl-2-methylmercapto/ phenyl/ methyl-4(3H)-pyrimidone-5-carboxylates (V) have been prepared by the reaction of amidines (III) with diethyl ethoxymethylenemalonate.In order to confirm the structure (V), ethyl 3-(2'-methylphenyl)-2-methylmercapto-4(3H)pyrimidone-5-carboxylate (103) has been transformed into the earlier synthesised 3-(2'-methylphenyl)-2-methylmercapto-4(3H)-pyrimidone (115) by decarboxylation of 3-(2'-methylphenyl)-2-methylmercapto-4(3H)-pyrimidone-5-carboxylic acid (114), obtained by the alkaline hydrolysis of 103.Someof these compounds have shown antiinflammatory, diuretic and antipassive cutaneous anaphylaxis activities.
- Gupta, K. A.,Saxena, Anil K.,Jain, Padam C.
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p. 228 - 233
(2007/10/02)
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