Abstract
An efficient and odourless procedure for a one-pot synthesis of thioesters by the reaction of benzoic anhydrides, thiourea and various organic halides (primary, allylic, and benzylic) or structurally diverse, electron-deficient alkenes (ketones, esters, and nitriles) in the presence of Et3N has been developed. In this method, thiobenzoic acids were in situ generated from the reaction of thiourea with benzoic anhydrides, which were subjected to conjugate addition with electron-deficient alkenes or a nucleophilic displacement reaction with alkyl halides.
Highlights
Thioesters have many uses in organic synthesis as intermediates, mild acyl transfer agents and thiol sources [1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19]
The reaction of active carboxylic acid derivatives with thiols [27,28,29,30,31,32,33,34,35,36,37,38,39,40,41] and the coupling of thiols with carboxylic acids using activating agents [42,43,44,45] have been mainly used for the synthesis of thioesters in organic synthesis
The preparation of alkane thiols using thiourea and alkyl halides is a well-known reaction in organic synthesis
Summary
Thioesters have many uses in organic synthesis as intermediates, mild acyl transfer agents and thiol sources [1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19]. The preparation of alkane thiols using thiourea and alkyl halides is a well-known reaction in organic synthesis. A one-pot procedure for the preparation of thioesters via the reaction of in situ generated thiols (as suggested by other authors) with benzoyl chlorides was reported (Scheme 1, path a) [53].
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
