Diverse Synthesis of 2H‐Isoindole‐Based Polycyclic Aromatic Compounds

Author:

Kawazoe Teru1,Yanai Hikaru1ORCID,Hagiyama Yuto2,Funabiki Kazumasa2,Matsumoto Takashi1

Affiliation:

1. School of Pharmacy Tokyo University of Pharmacy and Life Sciences 1432-1 Horinouchi Hachioji Tokyo 192-0392 Japan

2. Department of Chemistry and Biomolecular Science Gifu University 1-1 Yanagido Gifu 501-1193 Japan

Abstract

Abstract1,3‐Disubstituted N‐aryl‐2H‐isoindoles have been synthesized by a cascade reaction of divinyl ethers, which are derived from easily available 4‐bromoisocoumarins, with substituted anilines in HFIP. This cascade reaction consists of a ring‐opening step through addition‐elimination mechanism and the following 5‐exo‐tet type ring‐closing step via the intramolecular nucleophilic substitution reaction. Thus obtained 2H‐isoindoles have been derivatized to high‐order nitrogen‐containing polycycles including less accessible benzo[a]ullazines.

Funder

Japan Society for the Promotion of Science

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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