34414-53-4Relevant academic research and scientific papers
Base-promoted one-pot synthesis of pyridine derivatives via aromatic alkyne annulation using benzamides as nitrogen source
Ashiq, Muhammad Naeem,Hua, Ruimao,Iqbal, Muhammad Asif,Mehmood, Hina
supporting information, (2021/11/08)
In the presence of Cs2CO3, the first simple, efficient, and one-pot procedure for the synthesis of 3,5-diaryl pyridines via a variety of aromatic terminal alkynes with benzamides as the nitrogen source in sulfolane is described. The formation of pyridine derivatives accompanies the outcome of 1,3-diaryl propenes, which are also useful intermediates in organic synthesis. Thus, pyridine ring results from a formal [2+2+1+1] cyclocondensation of three alkynes with benzamides, and one of the alkynes provides one carbon, whilst benzamides provide a nitrogen source only. A new transformation of alkynes as well as new utility of benzamide are found in this work.
Manganese-Catalyzed Dual-Deoxygenative Coupling of Primary Alcohols with 2-Arylethanols
Wang, Yujie,Shao, Zhihui,Zhang, Kun,Liu, Qiang
supporting information, p. 15143 - 15147 (2018/11/01)
Reported herein is a general and efficient dual-deoxygenative coupling of primary alcohols with 2-arylethanols catalyzed by a well-defined Mn/PNP pincer complex. This reaction is the first example of the catalytic dual-deoxygenation of alcohols using a non-noble-metal catalyst. Both deoxygenative homocoupling of 2-arylethanols (17 examples) and their deoxygenative cross-coupling with other primary alcohols (20 examples) proceeded smoothly to form the corresponding alkenes by a dehydrogenation and deformylation reaction sequence.
Ru-Catalyzed Completely Deoxygenative Coupling of 2-Arylethanols through Base-Induced Net Decarbonylation
Manojveer, Seetharaman,Forrest, Sebastian J. K.,Johnson, Magnus T.
supporting information, p. 803 - 807 (2018/01/27)
Substituted arylethanols can be coupled by using a readily available Ru catalyst in a fully deoxygenative manner to produce hydrocarbon chains in one step. Control experiments indicate that the first deoxygenation occurs through an aldol condensation, whereas the second occurs through a base-induced net decarbonylation. This double deoxygenation enables further development in the use of alcohols as versatile and green alkylating reagents, as well as in other fields, such as deoxygenation and upgrading of overfunctionalized biomass to produce hydrocarbons.
Direct Reduction of Allylic Alcohols Using Isopropanol as Reductant
Sai, Masahiro
, p. 3482 - 3487 (2018/09/14)
The lithium cation-catalyzed direct reduction of allylic alcohols to alkenes using isopropanol as a hydride donor was developed. The hydride transfer of the in situ-generated lithium isopropoxide to an allylic cation is the key process in this transformation. The reaction generates only water and acetone as byproducts, which highlights the synthetic utility of this method. (Figure presented.).
Oxygenation of Simple Olefins through Selective Allylic C?C Bond Cleavage: A Direct Approach to Cinnamyl Aldehydes
Liu, Jianzhong,Wen, Xiaojin,Qin, Chong,Li, Xinyao,Luo, Xiao,Sun, Ao,Zhu, Bencong,Song, Song,Jiao, Ning
supporting information, p. 11940 - 11944 (2017/09/20)
A novel metal-free allylic C?C σ-bond cleavage of simple olefins to give valuable cinnamyl aldehydes is reported. 1,2-Aryl or alkyl migration through allylic C?C bond cleavage occurs in this transformation, which is assisted by an alkyl azide reagent. This method enables O-atom incorporation into simple unfunctionalized olefins to construct cinnamyl aldehydes. The reaction features simple hydrocarbon substrates, metal-free conditions, and high regio- and stereoselectivity.
Bi(OTf)3 catalyzed disproportionation reaction of cinnamyl alcohols
Chan, Chieh-Kai,Tsai, Yu-Lin,Chang, Meng-Yang
, p. 3368 - 3376 (2017/05/22)
Bi(OTf)3 catalyzed disproportionation reaction of cinnamyl alcohols provides chalcones and benzyl styrenes. The use of various metal triflates is investigated herein for facile and efficient redox transformation. A plausible mechanism has been proposed.
FeCl3·6H2O-catalyzed selective reduction of allylic halides to alkenes with concomitant oxidation of benzylic alcohols to aldehydes
Zhang, Houcai,Liu, Ruiting,Zhou, Xigeng
, p. 282 - 288 (2014/03/21)
Iron-catalyzed direct reduction of allylic halides with benzylic alcohol was achieved, providing a new, simple, and efficient method for conducting highly regioselective hydrodehalogenation. This method not only features a readily available reductant, an
Syntheses of 2-methoxyestradiol and eugenol template based diarylpropenes as non-steroidal anticancer agents
Pathak, Vinay,Ahmad, Imran,Kahlon, Amandeep Kaur,Hasanain, Mohammad,Sharma, Sandeep,Srivastava, Kishore K.,Sarkar, Jayanta,Shankar, Karuna,Sharma, Ashok,Gupta, Atul
, p. 35171 - 35185 (2014/11/07)
Syntheses of 2-methoxyestradiol (1) and eugenol (6) template based conformationally flexible and rigid diarylpropenes, 14(a-l) and 20(a-e), as nonsteroidal anticancer agents have been performed. The synthesized compounds were evaluated for their anticance
Isomerization during olefin metathesis: An assessment of potential catalyst culprits
Higman, Carolyn S.,Plais, Lucie,Fogg, Deryn E.
, p. 3548 - 3551 (2014/01/06)
Two ruthenium hydride complexes commonly proposed as agents of unintended isomerization during olefin metathesis are examined for their activity in isomerization of estragole, a representative allylbenzene. Neither proves kinetically competent to account for the levels of isomerization observed during cross-metathesis of estragole by the second-generation Grubbs catalyst. A structure-activity analysis of selected ruthenium hydride complexes indicates that higher isomerization activity correlates with a more electrophilic metal center. It wasn't me: Two Ru hydrides thought to trigger double-bond migration during olefin metathesis are examined for their isomerization activity. Neither can account for the high levels of undesired isomerization seen during self-metathesis of estragole, a model allylbenzene substrate. Higher activity is found to correlate with a less electron-rich Ru center. Copyright
Rational design of a gold carbene precursor complex for a catalytic cyclopropanation reaction
Ringger, David H.,Chen, Peter
supporting information, p. 4686 - 4689 (2013/06/05)
Bridging gas- and solution-phase chemistry: A gold(I) carbene precursor complex has been developed and investigated for catalytic cyclopropanation. Formation of the carbene intermediate was first probed by mass spectrometry, followed by cyclopropanation of p-methoxystyrene in solution. The imidazolylidene leaving group serves as a base generated in situ that is necessary in the putative catalytic cycle. Copyright
