1143-91-5Relevant academic research and scientific papers
Copper-Mediated Cross-Coupling of Diazo Compounds with Sulfinates
Wang, Qian,Liu, An,Wang, Yan,Ni, Chuanfa,Hu, Jinbo
, p. 6919 - 6924 (2021/09/11)
A copper-mediated cross-coupling reaction between a diazo compound and a sodium alkane(arene)sulfinate gives a sulfone as the product. This reaction proceeds under mild conditions and features excellent functional group compatibility. A wide range of sodium alkane(arene)sulfinates were successfully applied in this chemistry. Mechanistic studies revealed that the overall reaction efficiency of the sulfinates was in line with their nucleophilicity in this reaction.
Dehalogenative Cross-Coupling of gem-Difluoroalkenes with Alkyl Halides via a Silyl Radical-Mediated Process
Tian, Hao,Yang, Shaoxiang,Wang, Xiaochen,Xu, Wentao,Liu, Yuxiu,Li, Yongqiang,Wang, Qingmin
, p. 12772 - 12782 (2021/09/13)
Herein, we describe a convenient general protocol for monofluoroalkenylation reactions of alkyl bromides involving cooperative visible-light photoredox catalysis and halogen abstraction. Mechanistic experiments showed that the products were generated by selective cross-coupling of aliphatic radicals with fluoroalkenyl radicals. Silyl radical-mediated halogen abstraction enabled the protocol to be used for the monofluoroalkenylation of a broad range of alkyl and heteroaryl halides. The protocol could be carried out on a gram scale and was applied to cholesterol, indicating its utility for late-stage monofluoroalkenylation reactions.
Cu(I)-catalyzed coupling of diaryldiazomethanes with terminal alkynes: An efficient synthesis of tri-aryl-substituted allenes
Wu, Chenggui,Hu, Fangdong,Liu, Zhenxing,Deng, Guisheng,Ye, Fei,Zhang, Yan,Wang, Jianbo
, p. 9196 - 9201 (2015/11/27)
A highly efficient method for the synthesis of tri-aryl-substituted allenes has been developed through Cu(I)-catalyzed coupling of diaryldiazomethanes with terminal alkynes. The reaction is under mild conditions and uses simple and inexpensive CuI as the catalyst. Mechanistically, the reaction follows a pathway involving Cu(I) carbene migratory insertion.
Cross-Coupling between Difluorocarbene and Carbene-Derived Intermediates Generated from Diazocompounds for the Synthesis of gem-Difluoroolefins
Zheng, Jian,Lin, Jin-Hong,Yu, Liu-Ying,Wei, Yun,Zheng, Xing,Xiao, Ji-Chang
, p. 6150 - 6153 (2016/01/09)
Cross-coupling between difluorocarbene and carbene-derived intermediates generated from diazocompounds was developed to give gem-difluoroolefins, which constitutes a fast practical pathway to achieve hindered gem-difluoroolefins. The cross-coupling between difluorocarbene and aryl diazoacetates proceeded smoothly in the presence of a copper source, whereas its coupling with diaryl diazomethanes occurred well under metal-free conditions. A mechanism involving a copper-difluorocarbene complex was proposed.
A New Method for Preparation of Diaryldiazomethanes
Handoo, Kishan L.,Handoo, Sudesh K.
, p. 699 - 700 (2007/10/02)
The scope of a new method of preparing diazoalkanes using m-chloroperoxybenzoic acid in an alkaline biphasic solvent system is outlined through the preparation of some diaryldiazomethanes from the appropriate hydrazones.
Synthese und Umsetzung beidseitig ungleich substituierter neuer Monothiobenzile zu 1,3-Oxathiolen (1)
Back, C.,Praefcke, K.
, p. 1655 - 1657 (2007/10/02)
The synthesis of new monothiobenzils with different substituents on both phenyl rings and their reactions with diazo alkanes into 1,3-oxathiols is described.
