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Synthesis 2018; 50(06): 1315-1322
DOI: 10.1055/s-0036-1591524
DOI: 10.1055/s-0036-1591524
paper
N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[d]oxazoles, Benzo[d]thiazoles and 1,2-Disubstituted Benzo[d]imidazoles
We are grateful for the financial support by the National Science Foundation of China (Grant No. 21271047), General Administration of Quality Supervision, Inspection and Quarantine of China (No. 2015IK217, 2016IK225), and ShanXi Science and Technology Department, China (Project No. MH2014-07).Further Information
Publication History
Received: 18 October 2017
Accepted after revision: 24 November 2017
Publication Date:
20 December 2017 (online)
Abstract
N-Heterocyclic carbene (NHC), generated in situ from easily available N-heterocyclic imidazolium salt with air as terminal oxidant, has successfully been utilized as a cheap and efficient catalyst for one-pot aerobic oxidative synthesis of 2-arylbenzo[d]oxazoles, 2-substituted benzo[d]thiazoles, and 1,2-disubstituted benzo[d]imidazoles.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591524.
- Supporting Information
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For selected examples for transition-metal-catalyzed cross-coupling, see:
For oxidative cyclization synthesis, see:
For dehydrogenative coupling reaction of benzyl alcohols with 2-aminophenol or derivatives, see:
For reviews on NHC-organocatalysis, see:
For recent reports on NHC catalyzed reactions with various oxidants, see: Air/O2:
Quinone:
For regiodefined 1,2-disubstituted benzo[d]imidazole synthesis, see: