Journal
ORGANIC LETTERS
Volume 23, Issue 12, Pages 4870-4875Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01596
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Funding
- Fundamental Research Funds for the Central Universities [2412019FZ013, 2412019FZ016]
- National Natural Science Foundation of China [21971033]
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The sulfur-alkenylation reaction described is a highly selective process that can be induced by visible light, making it applicable to a wide range of alkene substrates. This method is also useful for late-stage functionalization of natural products and complex molecules.
A visible-light-induced intermolecular sulfur-alkenylation of alkenes, including both activated and unactivated alkenes, is described. This sulfur-alkenylation reaction proceed in a highly regio- and stereospecific manner involving the visible-light-induced conversion of a ketene dithioacetal to the thiavinyl 1,3-dipole intermediate, followed by a formal [3 + 2] cycloaddition and C-S bond cleavage. Furthermore, it is also an efficient approach for the late-stage functionalization of natural products and complex molecules, even being induced by sunlight under ambient conditions.
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