Microwave-assisted deacylation of unactivated amides using ammonium-salt-accelerated transamidation

Yuhei Shimizu, Hiroyuki Morimoto, Ming Zhang, Takashi Ohshima

Research output: Contribution to journalArticlepeer-review

47 Citations (Scopus)

Abstract

Easy does it! The chemoselective oxidative ?-C(sp3)H alkylation/cyclization reaction of N-benzyl carbamates using simple mono-, di-, and trisubstituted olefins provides functionalized N-heterocycles such as oxazinones (see picture). A TEMPO oxoammonium salt serves as the oxidant, making it possible to carry out the reaction at low temperatures. Neither a metal catalyst nor preactivation in the ?-position to the nitrogen group are needed.

Original languageEnglish
Pages (from-to)8564-8567
Number of pages4
JournalAngewandte Chemie - International Edition
Volume51
Issue number34
DOIs
Publication statusPublished - Aug 20 2012

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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