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A Rh(ii)/phosphoric acid co-catalyzed three-component reaction of diazo-ketones with alcohols and azonaphthalenes: access to indole derivatives via a formal [3 + 2]-cycloaddition†
Xinru Yin,Aimin Xu,Jidi Hu,Ming Bao,Wenhao Hu,Yu Qian
Organic & Biomolecular Chemistry Pub Date : 11/27/2020 00:00:00 , DOI:10.1039/D0OB02189J
Abstract

A novel dearomatization/rearomatization/cyclization oxonium ylide trapping process is well developed via a dirhodium(II) acetate and phosphoric acid cooperatively catalyzed multi-component reaction of diazo-ketones with alcohols and azonaphthalenes. This protocol provides an efficient route to synthesize N-substituted 1-amino-indole derivatives in good yield under mild reaction conditions.

Graphical abstract: A Rh(ii)/phosphoric acid co-catalyzed three-component reaction of diazo-ketones with alcohols and azonaphthalenes: access to indole derivatives via a formal [3 + 2]-cycloaddition
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