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Journal article
Thiazoles via Formal [4 + 1] of NaSH to (Z)-Bromoisocyanoalkenes
Journal of organic chemistry, v 90(13), pp 4513-4517
21 Mar 2025
PMID: 40117266
Featured in Collection : Research Supported by Drexel Libraries' OA Programs
Abstract
A formal [4 + 1] addition of NaSH to bromoisocyanoalkenes provides substituted thiazoles via a versatile strategy that affords an array of 4- or 5-monosubstituted or 4,5-disubstituted thiazoles. The unique assembly is achieved by a rare SNVπ displacement of NaSH on (Z)-bromoisocyanoalkenes. The versatile strategy addresses the dearth of conjugate additions to alkenes substituted with isocyanides as the sole electron-withdrawing group to provide an array of substituted thiazoles.
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Details
- Title
- Thiazoles via Formal [4 + 1] of NaSH to (Z)-Bromoisocyanoalkenes
- Creators
- Huan Tian - Drexel UniversityJohn-Paul Ryan Marrazzo - Drexel UniversityTrang Huynh - Drexel UniversityFraser F Fleming (Corresponding Author) - Drexel University, Chemistry
- Publication Details
- Journal of organic chemistry, v 90(13), pp 4513-4517
- Publisher
- ACS Publications
- Number of pages
- 5
- Grant note
- Division of Chemistry: 1953128 NSF
Financial support from NSF (1953128) for support of the research and HRMS analyses conducted by Jacob Powell at Drexel University and Dr. Chuck Ross at the University of Pennsylvania are gratefully acknowledged.
- Resource Type
- Journal article
- Language
- English
- Academic Unit
- Chemistry
- Web of Science ID
- WOS:001450138700001
- Scopus ID
- 2-s2.0-105000780516
- Other Identifier
- 991022040868904721
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- Web of Science research areas
- Chemistry, Organic