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Gold-Catalyzed Cycloisomerization of Sulfur Ylides to Dihydrobenzothiepines.

Authors :
Knittl-Frank C
Saridakis I
Stephens T
Gomes R
Neuhaus J
Misale A
Oost R
Oppedisano A
Maulide N
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2020 Aug 26; Vol. 26 (48), pp. 10972-10975. Date of Electronic Publication: 2020 Jun 08.
Publication Year :
2020

Abstract

The metal-promoted nucleophilic addition of sulfur ylides to π-systems is a well-established reactivity. However, the driving force of such transformations, elimination of a sulfide moiety, entails stoichiometric byproducts making them unfavorable in terms of atom economy. In this work, a new take on sulfur ylide chemistry is reported, an atom-economical gold(I)-catalyzed synthesis of dihydrobenzo[b]thiepines. The reaction proceeds under mild conditions at room temperature.<br /> (© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.)

Details

Language :
English
ISSN :
1521-3765
Volume :
26
Issue :
48
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
32227380
Full Text :
https://doi.org/10.1002/chem.202000622