- Cu-mediated or metal-free alkylation of gem-dibromoalkenes with tertiary, secondary and primary alkyl Grignard reagents
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A novel copper-mediated or transition-metal-free alkylation of gem-dibromoalkenes with tertiary, secondary and primary alkyl Grignard reagents was described. The outcomes of these reactions were found to be highly dependent on the reaction conditions and
- Deng, Yupian,Zhang, Xuxue,Liu, Chuan,Cao, Song
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- Synthesis of alkynes under dry reaction conditions
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An easy synthetic method was developed under dry reaction conditions for the preparation of terminal alkynes from 1,1-dibromoalkenes and in the presence of succinimide which acts as a nucleophile and proton donor. It was demonstrated with the synthesis of a broad spectrum of terminal alkynes and extended to synthesize internal alkynes under tandem reaction conditions.
- Rao, Maddali L.N.,Shamim Islam, Sk
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supporting information
(2021/04/19)
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- SO2F2-Mediated Oxidative Dehydrogenation and Dehydration of Alcohols to Alkynes
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Direct synthesis of alkynes from inexpensive, abundant alcohols was achieved in high yields (greater than 40 examples, up to 95% yield) through a SO2F2-promoted dehydration and dehydrogenation process. This straightforward transformation of sp3-sp3 (C-C) bonds to sp-sp (C=C) bonds requires only inexpensive and readily available reagents (no transition metals) under mild conditions. The crude alkynes are sufficiently free of impurities to permit direct use in further transformations, as illustrated by regioselective Huisgen alkyne-azide cycloaddition reactions with PhN3 to give 1,4-substituted 1,2,3-traiazoles (16 examples, up to 92% yield) and Sonogashira couplings (10 examples, up to 77% yield).
- Zha, Gao-Feng,Fang, Wan-Yin,Li, You-Gui,Leng, Jing,Chen, Xing,Qin, Hua-Li
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supporting information
p. 17666 - 17673
(2019/01/04)
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- First Synthesis of the [5-5-6-6] Tetracyclic Framework of Spiropreussione B
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Rapid synthesis of the [5-5-6-6] tetracyclic system in the spirobionaphthalene natural product spiropreussione B was achieved. An intramolecular, thermal dehydrogenative Diels–Alder reaction was employed as the key step. Furthermore, this approach was extended to generate a library of structurally novel linear tetracyclic systems of spiropreussione B in a highly efficient manner. This report constitutes the first synthetic approach to the spiropreussione B natural product.
- Chinta, Bhavani Shankar,Baire, Beeraiah
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p. 3457 - 3460
(2017/07/05)
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- ANTIBACTERIAL AGENT
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An antibacterial agent comprising a compound represented by the following general formula (I), which can exhibit potent antibacterial activity against bacteria that have acquired resistance to quinolones (in the formula, R1 and R4 re
- -
-
Paragraph 0112; 0115; 0116
(2015/11/30)
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- Total synthesis of Daphnodorin A
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A total synthesis of Daphnodorin A, a member of the Daphnodorins, was accomplished. Key features of the synthetic strategy include construction of 2-substituted-3-functionalized benzofuran via intramolecular Heck reaction and a mild Barton-McCombie deoxyg
- Yuan, Hu,Bi, Kaijian,Chang, Wanlin,Yue, Rongcai,Li, Bo,Ye, Ji,Sun, Qingyan,Jin, Huizi,Shan, Lei,Zhang, Weidong
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p. 9084 - 9092
(2015/03/05)
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- Reactivity switch enabled by counterion: Highly chemoselective dimerization and hydration of terminal alkynes
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A counterion-controlled reactivity tuning in Pd-catalyzed highly chemoselective and regioselective dimerization and hydration of terminal alkynes is reported. The use of acetate as counterion favors the formation of an alkenyl alkynyl palladium intermediate which forms hitherto less reported 1,3-diaryl-substituted conjugated enynes after reductive elimination. Using chloride, which is a better leaving group, leads to anion exchange on the alkenylpalladium intermediate with hydroxide which after reductive elimination and tautomerization delivered the hydration products.
- Xu, Caixia,Du, Weiyuan,Zeng, Yi,Dai, Bin,Guo, Hao
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supporting information
p. 948 - 951
(2014/03/21)
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- An alternative role for acetylenes: Activation of fluorobenzenes toward nucleophilic aromatic substitution
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Acetylenes are increasingly versatile functional groups for a range of complexity-building organic transformations and for the construction of desirable molecular architectures. Herein we disclose a previously underappreciated aspect of arylacetylene reac
- Bizier, Nicholas P.,Wackerly, Jay Wm.,Braunstein, Eric D.,Zhang, Mengfei,Nodder, Stephen T.,Carlin, Stephen M.,Katz, Jeffrey L.
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p. 5987 - 5998
(2013/07/26)
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- New series of AB2-type hyperbranched polytriazoles derived from the same polymeric intermediate: Different endcapping spacers with adjustable bulk and convenient syntheses via click chemistry under copper(I) catalysis
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In this article, according to the concept of "suitable isolation group," six new AB2-type polytriazoles containing azo-chromophore moieties, derived from the same hyperbranched polymer intermediate, were successfully prepared through click reac
- Li, Zhen,Li, Zhong'An,Wu, Wenbo,Qiu, Guofu,Yu, Gui,Liu, Yunqi,Ye, Cheng,Qin, Jingui
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experimental part
p. 1977 - 1987
(2012/02/14)
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- HIF-1α inhibitors: Synthesis and biological evaluation of novel moracin O and P analogues
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The natural products moracins O and P exhibited potent in vitro inhibitory activity against hypoxia-inducible factor (HIF-1), which is a key mediator during adaptation of cancer cells to tumour hypoxia. Systematic variations of the structures of benzofuran type moracins were made and structure-activity relationship analysis showed the importance of the 2-arylbenzofuran ring and the (R)-configuration of the core scaffold. Further evaluation of the representative compound 5 showed its inhibitory effect on HIF-1α protein accumulation and target gene expression under hypoxia.
- Xia, Yan,Jin, Yinglan,Kaur, Navneet,Choi, Yongseok,Lee, Kyeong
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p. 2386 - 2396
(2011/06/21)
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- Cs2CO3-mediated synthesis of terminal alkynes from 1,1-dibromo-1-alkenes
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An unprecedented route to prepare terminal alkynes from 1,1-dibromo-1-alkenes mediated by Cs2CO3 was proven. 1,1-Dibromo-1-alkenes bearing various functional groups were efficiently converted to corresponding terminal alkynes in moderate to excellent yields.
- Zhao, Ming,Kuang, Chunxiang,Yang, Qing,Cheng, Xuezhi
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scheme or table
p. 992 - 994
(2011/03/22)
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- Discovery of carboranes as inducers of 20S proteasome activity
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(Chemical Equation Presented) The carborane framework gives analogues able to induce 20S proteasome activities. A series of ortho-carboranylphenoxy derivatives were synthesized as 20S proteasome agonists, and carborane derivatives 11 a and 11 b were found
- Ban, Hyun Seung,Minegishi, Hidemitsu,Shimizu, Kazuki,Maruyama, Minako,Yasui, Yuka,Nakamura, Hiroyuki
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scheme or table
p. 1236 - 1241
(2011/02/21)
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- TRIAZOLE DERIVATIVES FOR TREATMENT OF ALZHEIMER'S DISEASE
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According to the invention there is provided a compound of formula I or a pharmaceutically acceptable salt or hydrate thereof; wherein the variables are as defined herein. The compounds selectively attenuate the production of A?42 and hence are useful in treatment of Alzheimer's disease and related conditions.
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Page/Page column 29
(2010/08/05)
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- Concise total syntheses of aspalathin and nothofagin
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Chemical Fig. Reprentation Syntheses of the C-glycosyl flavone natural products aspalathin and nothofagin have been accomplished in eight steps from tribenzyl glucal, tribenzylphloroglucinol, and either 4-(benzyloxy) phenylacetylene or 3,4-bis(benzyloxy)phenylacetylene. The key step of the syntheses involves a highly stereoselective Lewis acid promoted coupling of 1,2-di-o-acyl-3,4,6-tribenzylglucose with tribenzylphloroglucinol, which gives rise to the corresponding β-C-aryl glycoside in 30-65% yields.
- Yepremyan, Akop,Salehani, Baback,Minehan, Thomas G.
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supporting information; experimental part
p. 1580 - 1583
(2010/06/17)
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- Synthesis of yashabushidiol and its analogues and their cytotoxic activity against cancer cell lines
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A total synthesis of yashabushidiol (1a), a linear diarylheptanoid having 1,3- diol system and its analogues has been achieved by alkynylation of 3-hydroxy-5-phenyl pentanal with substituted phenyl acetylenes. All the compounds have shown significant anti
- Narasimhulu,Srikanth Reddy,Chinni Mahesh,Sai Krishna,Venkateswara Rao,Venkateswarlu
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scheme or table
p. 3125 - 3127
(2010/03/03)
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- Concise synthesis of dimethyl (2-oxopropyl)phosphonate and homologation of aldehydes to alkynes in a tandem process
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The synthesis of dimethyl (diazomethyl)phosphonate, a useful reagent for the homologation of aldehydes to alkynes, is described as a one-pot process and comprises the generation of the azide transfer agent, diazotransfer to dimethyl (2-oxopropyl)phosphonate, and methanolysis, followed by a simple extraction protocol. Previously described syntheses for this bulk product are much more elaborate. The homologation of aldehydes to alkynes can also be extended to a single-step process by adding the aldehyde directly to the reaction mixture prior to isolation of the reagent. The homologation process using dimethyl (diazomethyl)phosphonate was shown to proceed also in nonprotic solvents with mild bases, emphasizing the importance of a facile access to the reagent. The oxidation of alcohols to the required aldehydes was performed by a TEMPO-mediated process using chloramine-T as electron acceptor. Copyright Taylor & Francis Group, LLC.
- Maehr, Hubert,Uskokovic, Milan R.,Schaffner, Carl P.
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experimental part
p. 299 - 310
(2009/04/10)
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- Furanopyridine derivatives and methods of use
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The present invention relates to furanopyridine compounds having the general Formula I: and stereoisomers, tautomers, solvates, pharmaceutically acceptable salts and derivatives, and prodrugs thereof. The invention also includes pharmaceutical composition
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Page/Page column 17
(2010/10/20)
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- Design, synthesis and evaluation of 2,4-diaminoquinazolines as inhibitors of trypanosomal and leishmanial dihydrofolate reductase
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This paper describes the design, synthesis and evaluation of a series of 2,4-diaminoquinazolines as inhibitors of leishmanial and trypanosomal dihydrofolate reductase. Compounds were designed by a generating virtual library of compounds and docking them into the enzyme active site. Following their synthesis, they were found to be potent and selective inhibitors of leishmanial dihydrofolate reductase. The compounds were also found to have potent activity against Trypanosoma brucei rhodesiense, a causative organism of African trypanosomiasis and also against Trypanosoma cruzi, the causative organism of Chagas disease. There was significantly lower activity against Leishmania donovani, one of the causative organisms of leishmaniasis.
- Khabnadideh, Soghra,Pez, Didier,Musso, Alexander,Brun, Reto,Ruiz Perez, Luis M.,Gonzalez-Pacanowska, Dolores,Gilbert, Ian H.
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p. 2637 - 2649
(2007/10/03)
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- 'Safety-Catch' Propargyl-Based Linker Strategy for the Immobilization of Amines and Carbocyclic Acids in SPOS
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Integral propargyl alcohol and propargyl chloroformate linkers were developed for a 'safety-catch' acid-sensitive linker strategy. The syntheses of the integral propargyl linkers were achieved by direct conversion of the solid support starting from Merrif
- Fuerst, Maren,Rueck-Braun, Karola
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p. 1991 - 1994
(2007/10/03)
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- Synthesis of a Quettamine Alkaloid, Secoquettamine
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A short synthesis of secoquettamine, a novel benzofuran alkaloid constituent of Berberis baluchistanica Ahrendt is described.
- Biftu, Tesfaye,Schneiders, Gail E.,Stevenson, Robert
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p. 2784 - 2792
(2007/10/02)
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