Organocatalytic Synthesis of 2,3,4,9‐Tetrahydro‐1H‐carbazole Embedded Styrene Atropisomers

Author:

Parida Chandrakanta1,Devi Minakshi1,Chandra Pan Subhas1ORCID

Affiliation:

1. Department of Chemistry Indian Institute of Technology Guwahati Assam 781039 India

Abstract

AbstractHerein we report the first synthesis of tetrahydrocarbazole embedded styrene atropisomers via the reaction between 1‐(aryl‐ethynyl)‐naphthalen‐2‐ol and 2,3,4,9‐tetrahydro‐1H‐carbazole. The reaction proceeds through in situ vinylidene ortho‐quinone methide (VQM) intermediate formation. The styrene derivatives were obtained in good to high yields with high diastereoselectivities with a catalytic amount of PTSA. A catalytic asymmetric version is also reported.

Funder

Indian Institute of Technology Guwahati

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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