Gold-catalyzed (4+3)-annulations of 2-alkenyl-1-alkynylbenzenes with anthranils with alkyne-dependent chemoselectivity: Skeletal rearrangement: Versus non-rearrangement

Rahulkumar Rajmani Singh, Manisha Skaria, Liang Yu Chen, Mu Jeng Cheng, Rai Shung Liu

研究成果: Article

21 引文 斯高帕斯(Scopus)

摘要

Two distinct (4+3)-nitroxy annulations between 1,5-enynes and anthranils have been developed to access tetrahydro-1H-benzo[b]azepine derivatives; the chemoselectivity varies with the types of alkynes. Terminal alkyne substrates deliver benzo[b]azepine derivatives via a novel skeletal rearrangement while internal 1,5-enynes afford products without a rearrangement process. To elucidate the mechanism of rearrangement, we performed 13C- and 2H-labeling experiments to identify the gold-containing isobenzofulvene intermediates, but their formation relies on the presence of anthranils.

原文English
頁(從 - 到)1201-1206
頁數6
期刊Chemical Science
10
發行號4
DOIs
出版狀態Published - 2019

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

指紋 深入研究「Gold-catalyzed (4+3)-annulations of 2-alkenyl-1-alkynylbenzenes with anthranils with alkyne-dependent chemoselectivity: Skeletal rearrangement: Versus non-rearrangement」主題。共同形成了獨特的指紋。

引用此