Synthesis 2018; 50(06): 1315-1322
DOI: 10.1055/s-0036-1591524
paper
© Georg Thieme Verlag Stuttgart · New York

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

Quan Zhou
a   Department of Chemistry, Fudan University, 220 Handan Rd., Shanghai 200433, P. R. of China   Email: xfhou@fudan.edu.cn
,
Shu Liu
b   Technical Center for Industrial Product and Raw Material Inspection and Testing, Shanghai Entry-Exit Inspection and Quarantine Bureau, Shanghai 200135, P. R. of China
,
Ming Ma
b   Technical Center for Industrial Product and Raw Material Inspection and Testing, Shanghai Entry-Exit Inspection and Quarantine Bureau, Shanghai 200135, P. R. of China
,
He-Zhen Cui
a   Department of Chemistry, Fudan University, 220 Handan Rd., Shanghai 200433, P. R. of China   Email: xfhou@fudan.edu.cn
,
Xi Hong
a   Department of Chemistry, Fudan University, 220 Handan Rd., Shanghai 200433, P. R. of China   Email: xfhou@fudan.edu.cn
,
Shuang Huang
a   Department of Chemistry, Fudan University, 220 Handan Rd., Shanghai 200433, P. R. of China   Email: xfhou@fudan.edu.cn
,
Jing-Fan Zhang
a   Department of Chemistry, Fudan University, 220 Handan Rd., Shanghai 200433, P. R. of China   Email: xfhou@fudan.edu.cn
,
a   Department of Chemistry, Fudan University, 220 Handan Rd., Shanghai 200433, P. R. of China   Email: xfhou@fudan.edu.cn
› Author Affiliations
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