13295-96-0Relevant academic research and scientific papers
Nickel-Catalyzed Sonogashira C(sp)-C(sp2) Coupling through Visible-Light Sensitization
Zhu, Da-Liang,Xu, Ruijie,Wu, Qi,Li, Hai-Yan,Lang, Jian-Ping,Li, Hong-Xi
, p. 9201 - 9212 (2020/08/14)
An efficient method for visible-light-initiated, nickel-catalyzed Sonogashira C(sp)-C(sp2) coupling has been developed via an energy-transfer mode. Thioxanthen-9-one as a photosensitizer could significantly accelerate the arylation of alkynes with a wide
A carrier-free and recyclable protocol for the cross-coupling of terminal alkynes with arylboronic acids in H2O/TBAB
Tang, Bo-Xiao,Kuang, Ren-Yun,Wen, Ji-Wu,Huang,Zhang, Zhen-Xing,Shen, Yu-Jun,Chen, Jia-Ping,Wu, Wen-Ying
, p. 1975 - 1977 (2019/07/03)
A new and recyclable protocol was developed for Pd(OAc)2-catalyzed the cross-coupling reaction of terminal alkynes with arylboronic acids using environmentally friendly H2O/TBAB as reaction medium. A series of cross-coupling products containing internal acetylenic bond can be obtained with good selectivity and yield. The Pd(OAc)2/H2O/TBAB system was stable in the Sonogashira-type cross-coupling reaction and could be used at least three cycles without considerable decrease in catalytic performance. The results suggest that the unsupported and recyclable systems can be extended to the other realm of C&C bond formation in synthetic organic chemistry.
Photo-dehydro-diels-alder reaction of 1-phenyl-2-(pyridyl)acetylenes in acidic aqueous solution
Zhuang, Junpeng,Zhang, Shuguang,Hao, Haijun,Jiang, Long
, p. 14 - 18 (2013/11/06)
The photocycloaddition of 1-(4-R-phenyl)-2-(4-pyridyl)acetylenes (R = H, Br, CH3, Cl) and 1-(4-Rphenyl)- 2-(2-pyridyl)acetylenes (R = H, Br, Cl) was carried out in acidic aqueous solution. The unexpected photo-dehydro-Diels-Alder reaction of these monomers was observed, and the results show that two monomers react in a head-to-tail manner and lead to the formation of 2-phenyl-1,3- di(pyridyl)naphthalene derivatives. This reaction presents a direct metal-free method to construct the 1,2,3-triaryl substituted naphthalenes from diarylacetylenes.
Sonogashira coupling reaction with diminished homocoupling
Elangovan, Arumugasamy,Wang, Yu-Hsiang,Ho, Tong-Ing
, p. 1841 - 1844 (2007/10/03)
(Matrix presented) The side product from homocoupling reaction of two terminal acetylenes in the Sonogashira reaction can be reduced to about 2% using an atmosphere of hydrogen gas diluted with nitrogen or argon. Terminal arylethynes, diarylethynes, and a few new arylpyridylethynes with donor substituents have been synthesized in very good yields. Comparative control experiments suggest that the homocoupling yield is determined by concentration of both catalyst and oxygen.
