期刊
CHEMICAL SCIENCE
卷 6, 期 1, 页码 270-274出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4sc02331e
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资金
- National Institute of General Medical Sciences [R01 GM098340]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM098340] Funding Source: NIH RePORTER
A direct method to construct 2-oxazolines and 2-thiazolines from corresponding allylic amides and thioamides is reported. The redox-neutral intramolecular hydrofunctionalization is enabled by a dual catalyst system comprised of 9-mesityl-N-methyl acridinium tetrafluoroborate and phenyl disulphide and exhibits complete selectivity for the anti-Markovnikov regioisomeric products. The cyclization of allylic thioamides is postulated to operate via a modified mechanism in which oxidation of the thioamide, rather than the alkene, is responsible for the observed reactivity.
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