Rh-Catalyzed Base-Free Decarbonylative Borylation of Twisted Amides

Fusheng Bie, Xuejing Liu, Yijun Shi, Han Cao, Ying Han, Michal Szostak, Chengwei Liu, Xuejing Liu, Michal Szostak, Chengwei Liu

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

We report the rhodium-catalyzed base-free decarbonylative borylation of twisted amides. The synthesis of versatile arylboronate esters from aryl twisted amides is achieved via decarbonylative rhodium(I) catalysis and highly selective N-C(O) insertion. The method is notable for a very practical, additive-free Rh(I) catalyst system. The method shows broad functional group tolerance and excellent substrate scope, including site-selective decarbonylative borylation/Heck cross-coupling via divergent N-C/C-Br cleavage and late-stage pharmaceutical borylation.

Original languageEnglish (US)
Pages (from-to)15676-15685
Number of pages10
JournalJournal of Organic Chemistry
Volume85
Issue number23
DOIs
StatePublished - Dec 4 2020

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Rh-Catalyzed Base-Free Decarbonylative Borylation of Twisted Amides'. Together they form a unique fingerprint.

Cite this