Metal-free benzannulation of 1,7-diynes towards unexpected 1-aroyl-2-naphthaldehydes and their application in fused aza-heterocyclic synthesis

Ai Fang Wang, Peng Zhou, Yi Long Zhu, Wen Juan Hao, Guigen Li, Shu Jiang Tu, Bo Jiang

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

A novel I2-mediated benzannulation of 1,7-diyne-involved 1,4-oxo-migration was established, providing a range of unexpected 1-aroyl-2-naphthaldehydes with a 1,4-dicarbonyl unit. The resulting 1-aroyl-2-naphthaldehydes were successfully applied in the synthesis of benzo[e]isoindol-3-ones and benzo[e]benzo[4,5]imidazo[2,1-a]isoindoles using aromatic amines and benzene-1,2-diamines as nucleophiles, respectively. The mechanisms for the formation of these compounds were proposed.

Original languageEnglish
Pages (from-to)3369-3372
Number of pages4
JournalChemical Communications
Volume53
Issue number23
DOIs
StatePublished - 2017

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