58040-59-8Relevant academic research and scientific papers
Photoinduced Copper-Catalyzed Asymmetric Decarboxylative Alkynylation with Terminal Alkynes
Dong, Xiao-Yang,Du, Xuan-Yi,Fang, Jia-Heng,Gu, Qiang-Shuai,Li, Zhong-Liang,Liu, Xin-Yuan,Wang, Li-Lei,Xia, Hai-Dong
supporting information, p. 16926 - 16932 (2020/08/25)
We describe a photoinduced copper-catalyzed asymmetric radical decarboxylative alkynylation of bench-stable N-hydroxyphthalimide(NHP)-type esters of racemic alkyl carboxylic acids with terminal alkynes, which provides a flexible platform for the construction of chiral C(sp3)?C(sp) bonds. Critical to the success of this process are not only the use of the copper catalyst as a dual photo- and cross-coupling catalyst but also tuning of the NHP-type esters to inhibit the facile homodimerization of the alkyl radical and terminal alkyne, respectively. Owing to the use of stable and easily available NHP-type esters, the reaction features a broader substrate scope compared with reactions using the alkyl halide counterparts, covering (hetero)benzyl-, allyl-, and aminocarbonyl-substituted carboxylic acid derivatives, and (hetero)aryl and alkyl as well as silyl alkynes, thus providing a vital complementary approach to the previously reported method.
A Copper-Catalyzed Sonogashira Coupling Reaction of Diverse Activated Alkyl Halides with Terminal Alkynes Under Ambient Conditions
Cao, Yu-Xi,Dong, Xiao-Yang,Yang, Jun,Jiang, Sheng-Peng,Zhou, Shuangliu,Li, Zhong-Liang,Chen, Guo-Qiang,Liu, Xin-Yuan
supporting information, p. 2280 - 2284 (2020/05/08)
We describe a copper-catalyzed Sonogashira coupling reaction of alkyl halides with terminal alkynes under ambient conditions, efficiently providing a versatile tool for the construction of substituted alkynes. A new proline-based N,N,P-ligand is utilized to promote the transformation under a mild reaction condition. Diverse alkyl halides, such as primary and secondary (hetero)benzyl chlorides and bromides, secondary and tertiary α-bromo amides and propargylic bromide, are applicable to provide a wide array of alkynes. (Figure presented.).
Highly chemoselective calcium-catalyzed propargylic deoxygenation
Meyer, Vera J.,Niggemann, Meike
supporting information; experimental part, p. 4687 - 4691 (2012/05/04)
A calcium-catalyzed direct reduction of propargylic alcohols and ethers has been accomplished by using triethylsilane as a nucleophilic hydride source. At room temperature a variety of secondary propargylic alcohols was deoxygenated to the corresponding h
SUBSTITUTION OF THE HYDROXYL GROUP IN ACETYLENIC ALCOHOLS BY HYDROGEN
Libman, N. M.,Shandybina, O. N.
, p. 2290 - 2293 (2007/10/02)
Tertiary α-alkynols containing at least one phenyl group at the acetylenic carbon atom are reduced by trialkyl- and triarylsilanes in the presence of trifluoroacetic acid to the corresponding acetylene hydrocarbons.
