Gold‐Catalyzed Arylative Cope Rearrangement

Author:

Paroi Bidisha1ORCID,Pegu Chayanika1ORCID,Mane Manoj V.2ORCID,Patil Nitin T.1ORCID

Affiliation:

1. Department of Chemistry Indian Institute of Science Education and Research Bhopal Bhopal Bypass Road Bhauri, Bhopal— 462 066 India

2. Centre for Nano and Material Science Jain (Deemed-to-be University), Jain Global Campus Kanakapura Bangalore, Karnataka— 562112 India

Abstract

AbstractCope rearrangements have garnered significant attention owing to their ability to undergo structural reorganization in stereoselective manner. While substantial advances have been achieved over decades, these rearrangements remained applicable exclusively to parent 1,5‐hexadienes. Herein, we disclose the gold‐catalyzed arylative Cope rearrangement of 1,6‐heptadienes via a cyclization‐induced [3,3]‐rearrangement employing ligand‐enabled gold redox catalysis. Detailed mechanistic investigations including several control experiments, cross‐over experiment, HRMS analysis, 31P NMR and DFT studies have been performed to underpin the mechanism.

Publisher

Wiley

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