Gold-catalyzed [5 + 2]-annulations of 1,3-diyn-1-amides with anthranils bearing no C(6)-substituents

Yashwant Bhaskar Pandit, Yan Ting Jiang, Jia Jyun Jian, Tai Chi Chen, Tung Chun Kuo, Mu Jeng Cheng, Rai Shung Liu

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

This work reports the gold-catalyzed [5 + 2]-annulations of commonly used anthranils with 1,3-diynamides, yielding quiniline oxides as the main products. Previously, these [5 + 2]-annulations were operable only for ynamides and special anthranils bearing C(6)-substituents. The preferable chemoselectivity is attributed to the electron-withdrawing effects of aryltosylamides and alkynes, increasing the electrophilicity of the less hindered α-imino gold carbenes.

Original languageEnglish
Pages (from-to)2563-2568
Number of pages6
JournalOrganic Chemistry Frontiers
Volume8
Issue number11
DOIs
Publication statusPublished - 2021 Jun 7

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Gold-catalyzed [5 + 2]-annulations of 1,3-diyn-1-amides with anthranils bearing no C(6)-substituents'. Together they form a unique fingerprint.

Cite this