7735-53-7Relevant articles and documents
Palladium-catalyzed intramolecular oxidative C-H sulfuration of aryl thiocarbamates
Zhao, Yingwei,Xie, Yinjun,Xia, Chungu,Huang, Hanmin
, p. 2471 - 2476 (2014/09/17)
A palladium-catalyzed intramolecular C-H bond sulfuration reaction of aryl thiocarbamates has been developed. This strategy provides a new route to benzo[d][1,3]oxathiol-2-ones with tolerance of a wide range of substituents. Mechanistic studies suggested
Regiocontrolled carbonylsulfanylations at ortho-position of phenols and at α-position of ketones using chlorocarbonylsulfenyl chloride
Yoshida, Yoshihiro,Ogura, Masahiro,Tanabe, Yoo
, p. 681 - 692 (2007/10/03)
Bu3N/AlCl3-promoted [3+2] cyclocondensation between phenols and chlorocarbonylsulfenyl chloride (CCSC; 3) gave 1,3-benzoxathiol-2-ones (2), wherein the acylation of phenols with CCSC (3) and the intramolecular and regioselective ortho-sulfenylation successively proceeded in a one-pot manner. 2-Sulfanylphenols (1) were produced from 2 by mild hydrolysis using NaOH. An analogous Bu3N-promoted [3+2] cyclocondensation between ketones and 3 gave 1,3-oxathioles (7), wherein the α-CH2- position of the ketones was regioselectively sulfenylated.
Preparation of catechol derivatives
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, (2008/06/13)
A method of preparing derivatives of aromatic compounds including the catechol function STR1 by replacement of one of the hydroxyls by mercaptan STR2 Cathechol or a multi-ring compound (naphthyl-, anthryl-, phenanthryl-, etc.) containing the catechol function is first reacted with thiophosgene to produce the corresponding dioxole-2-thione STR3 The thione is ammonolyzed to the corresponding hydroxy N,N-disubstituted thionocarbamate STR4 The thionocarbamate is acetylated to STR5 and heated to rearrange the compound to the corresponding thiolcarbamate STR6 Further heating produces the corresponding oxathiol-2-one STR7 which can be hydrolyzed to the corresponding mercaptan STR8