Efficiently diastereoselective synthesis of functionalized hydro-carbazoles by base-mediated tandem annulation of 1-(2-amino-aryl)prop-2-en-1-ones and sulfur ylide

Literature Information

Publication Date 2020-05-11
DOI 10.1039/D0QO00423E
Impact Factor 5.281
Authors

Chengyuan Wang, Jiong Zhang, Zheyuan Wang, Xin-Ping Hui


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Abstract

The base-promoted [3 + 3]/[1 + 4] tandem reaction of tosyl-protected o-amino α,β-unsaturated ketones and crotonate-derived sulfur ylide for the efficiently diastereoselective synthesis of functionalized hydrocarbazoles is reported. The reaction proceeded smoothly and gave the desired products in high yields and excellent diastereoselectivities under mild conditions. The hydrocarbazoles could be readily transformed into functionalized carbazoles.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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