1304141-46-5Relevant academic research and scientific papers
Method for synthesizing chiral indoline from 2, 3-disubstituted indole generated in situ through asymmetric hydrogenation of palladium
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Paragraph 0022-0037, (2020/12/15)
The invention discloses a method for synthesizing chiral indoline from 2, 3-disubstituted indole generated in situ through palladium-catalyzed asymmetric hydrogenation. The method comprises the following steps: by using a 1-5mol% palladium catalyst, adding 1-2.0 equev. of an acid, and carrying out asymmetric hydrogenation on the in-situ generated 2, 3-disubstituted indole compound to obtain the corresponding chiral indoline compound of which the enantiomeric excess can be up to 97% at most. The method is simple and convenient to operate, practical, easy to implement, high in yield, environmentally friendly, available in catalyst business and mild in reaction condition, and has potential practical application value.
Enantioselective hydrogenation of N-heteroaromatics catalyzed by chiral diphosphine modified binaphthyl palladium nanoparticles
Xia, Yun-Tao,Ma, Jing,Wang, Xiao-Dong,Yang, Lei,Wu, Lei
, p. 5515 - 5520 (2017/12/07)
The first application of binaphthyl-stabilized palladium nanoparticles (Bin-PdNPs) with chiral modifiers in asymmetric hydrogenation of N-heteroaromatics is revealed. With an appropriate ratio of R-BINAP/Bin-PdNPs used, the pre-prepared chiral nanocatalyst achieves asymmetric hydrogenations of 2-substituted quinolines with good to excellent yields and moderate enantioselectivities, which showed superior catalytic properties to the R-BINAP/Pd complex. Moreover, this protocol is also applicable to 2-substituted indoles.
Chiral 2,3-disubstituted indolines from indoles and aldehydes by organocatalyzed tandem synthesis involving reduction by trichlorosilane
Chen, Lin,Wang, Chao,Zhou, Li,Sun, Jian
supporting information, p. 2224 - 2230 (2014/07/21)
The organocatalytic trichlorosilane reduction system has been successfully utilized to develop a multi-step tandem approach for the easy preparation of chiral 2-methyl-3-alkylindolines starting from simple 2-methylindoles and aldehydes. A broad range of c
Pd-Catalyzed asymmetric hydrogenation of 3-(toluenesulfonamidoalkyl)indoles
Duan, Ying,Chen, Mu-Wang,Chen, Qing-An,Yu, Chang-Bin,Zhou, Yong-Gui
supporting information; experimental part, p. 1235 - 1238 (2012/03/07)
A series of 2-substituted 3-(toluenesulfonamidoalkyl)indoles was synthesized by application of (EtO)2POH or iodine as the catalyst, and was hydrogenated using chiral Pd catalyst, giving the 2,3-disubstituted indolines with up to 97% ee. The Royal Society of Chemistry 2012.
