Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 17, Pages 3611-3615Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob00306d
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Funding
- National Natural Science Foundation of China [61361002, 21202142, 21662046]
- Yunnan Province Department of Education Fund [2016ZZX217]
- Chemistry of Key Construction Disciplines for Master Degree Program in Yunnan [HXB1404]
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A novel and highly efficient protocol has been developed for the regioselective synthesis of 2-iminothiazole derivatives with potential biochemical interest by the reaction of enaminones, potassium thiocyanate (KSCN), and N-bromo succinimide (NBS) under mild conditions. The reaction proceeds via the formation of a-bromo enaminones as a versatile intermediate followed by thiocyanation/intramolecular cyclization in a one pot manner. The developed method is particularly attractive due to various advantages including operational simplicity, mild conditions, being catalyst free, and high bond-forming efficiency. The proposed protocol explores the synthetic routes of thiazoles by using various functional enaminones.
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