49639-35-2Relevant articles and documents
Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides
Yue, Hui-Lan,Klussmann, Martin
supporting information, p. 2505 - 2509 (2016/10/24)
An oxidative variant of the thiol-ene reaction has been developed, achieving the direct addition of thiols to olefins to form sulfoxides. The reaction uses tert-butyl hydroperoxide as oxidant and methanesulfonic acid as catalyst. The latter is believed to catalyze the oxidation of the intermediate sulfide to the sulfoxide. No special precautions are necessary to exclude oxygen, yet the products are formed without oxidation at the β-position. Styrenes, acrylic acid derivatives, alkynes, and thiophenols gave the highest yields, while aliphatic olefins and thiols were less effective.
Chemistry of O-silylated ketene acetals: A mild and convenient synthesis of β-lactam antibiotics
Kita,Shibata,Tamura,Miki
, p. 2225 - 2232 (2007/10/02)
β-Amido sulfoxides (1) reacted with O-silylated ketene acetal (16) in dry acetonitrile in the presence of a catalytic amount of zinc iodide to give the 4-phenylthioazetidin-2-ones (17). Oxidation of 17 with m-chloroperbenzoic acid gave the corresponding s
