Journal
ORGANIC LETTERS
Volume 17, Issue 8, Pages 1894-1897Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00582
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Funding
- 863 program [2013AA092903]
- National Natural Science Foundation of China [21472084, 81421091]
- Natural Science Foundation of Jiangsu Province [BK20131266]
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A visible-light-promoted C(sp(3))-H amidation and chlorination of N-chlorosulfonamides (NCSs) is reported. This remote C(sp(3))-H functionalization can be achieved in weak basic solution at room temperature with as little as 0.1 mol % of a photocatalyst. A variety of nitrogen-containing heterocycles (up to 94% yield) and chlorides (up to 93% yield) are prepared from NCSs. Late-stage C(sp3)H functionalization of complex and biologically important (-)-cis-myrtanylamine and (+)-dehydroabietylamine derivatives can also be achieved with excellent yields and regioselectivity.
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