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Thiols and alkenes undergo free-radical mediated S-C bond formation known as thiol-ene reaction. Thanks to its high chemoselectivity and functional group tolerance, it is considered one of the “click chemistry” reactions.
- Posner, T. Chem. Ber. 1905, 38, 646.
- Hoyle, C. E.; Bowman, C. N. Angew. Chem. Int. Ed.2010, 49, 1540. DOI: 10.1002/anie.200903924
The thiyl radical formed by radical initiator reacts with the alkene.
Thiol-ene reaction is a promising strategy particularly for the preparation of dendrimers. An example is shown.
 Killops, K. L.; Campos, L. M.; Hawker, C. J. J. Am. Chem. Soc. 2008, 130, 5062. DOI: 10.1021/ja8006325