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Tamai T, Ogawa A. Regioselective hydrothiolation of alkenes bearing heteroatoms with thiols catalyzed by palladium diacetate. J Org Chem. 2014;79(11):5028-35doi: 10.1021/jo500586a.
Tamai, T., & Ogawa, A. (2014). Regioselective hydrothiolation of alkenes bearing heteroatoms with thiols catalyzed by palladium diacetate. The Journal of organic chemistry, 79(11), 5028-35. https://doi.org/10.1021/jo500586a
Tamai, Taichi, and Ogawa, Akiya. "Regioselective hydrothiolation of alkenes bearing heteroatoms with thiols catalyzed by palladium diacetate." The Journal of organic chemistry vol. 79,11 (2014): 5028-35. doi: https://doi.org/10.1021/jo500586a
Tamai T, Ogawa A. Regioselective hydrothiolation of alkenes bearing heteroatoms with thiols catalyzed by palladium diacetate. J Org Chem. 2014 Jun 06;79(11):5028-35. doi: 10.1021/jo500586a. Epub 2014 May 13. PMID: 24786856.
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J Org Chem. 2014 Jun 06;79(11):5028-35. doi: 10.1021/jo500586a. Epub 2014 May 13.

Regioselective hydrothiolation of alkenes bearing heteroatoms with thiols catalyzed by palladium diacetate.

The Journal of organic chemistry

Taichi Tamai, Akiya Ogawa

Affiliations

  1. Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University , 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan.

PMID: 24786856 DOI: 10.1021/jo500586a

Abstract

In sharp contrast to many examples of transition-metal-catalyzed hydrothiolation of alkynes, the corresponding catalytic addition of thiols to alkenes has remained undeveloped. However, a novel Pd-catalyzed addition of thiols to alkenes bearing a heteroatom, such as oxygen and nitrogen, is found to proceed under mild conditions to give the corresponding Markovnikov adducts, regioselectively, in good yields.

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