Journal
ORGANIC LETTERS
Volume 20, Issue 1, Pages 24-27Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03201
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Funding
- NSFC [21672195]
- Fundamental Research Funds for the Central Universities [WK2060190082]
- Recruitment Program of Global Experts
- China Postdoctoral Science Foundation [2016M602014]
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A new protocol for radical transformations of thioamides promoted by Lewis base-boryl radicals is reported. The desulfurizative reduction to access organic amines was enabled utilizing 4-dimethylaminopyridine-BH3 as the boryl radical precursor and PhSH as the polarity reversal catalyst. Alternatively, the chain process for unsaturated thioamides was switched to an annulation reaction using N-heterocyclic carbene BH3 as the boryl radical precursor and sterically bulky Ph3CSH as the catalyst, allowing for the construction of N-heterocyclic and carbocyclic skeletons.
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