A multipathway coupled domino strategy: metal-free oxidative cyclization for one-pot synthesis of 2-acylbenzothiazoles from multiform substrates

Yan-ping Zhu; Feng-cheng Jia; Mei-cai Liu; An-xin Wu

doi:10.1021/ol301921t

A multipathway coupled domino strategy: metal-free oxidative cyclization for one-pot synthesis of 2-acylbenzothiazoles from multiform substrates

Org Lett. 2012 Sep 7;14(17):4414-7. doi: 10.1021/ol301921t. Epub 2012 Aug 27.

Authors

Yan-ping Zhu¹, Feng-cheng Jia, Mei-cai Liu, An-xin Wu

Affiliation

¹ Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, PR China.

PMID: 22924707
DOI: 10.1021/ol301921t

Abstract

A multipathway coupled domino strategy has been developed for the efficient synthesis of 2-acylbenzothiazoles from multiform substrates arylethenes, arylacetylenes, 2-hydroxy-aromatic ketones, and carbinols via four distinct pathways. Through a logical coupled oxidation/heterocyclization domino process, a variety of 2-acylbenzothiazoles were synthesized free of metal in one pot.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alcohols / chemistry
Alkenes / chemistry
Alkynes / chemistry
Benzothiazoles / chemical synthesis*
Benzothiazoles / chemistry
Catalysis
Combinatorial Chemistry Techniques
Cyclization
Ketones / chemical synthesis
Ketones / chemistry
Molecular Structure
Oxidation-Reduction

Substances

Alcohols
Alkenes
Alkynes
Benzothiazoles
Ketones