Premium
Gold‐Catalyzed Cycloisomerization of Sulfur Ylides to Dihydrobenzothiepines
Author(s) -
KnittlFrank Christian,
Saridakis Iakovos,
Stephens Thomas,
Gomes Rafael,
Neuhaus James,
Misale Antonio,
Oost Rik,
Oppedisano Alberto,
Maulide Nuno
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202000622
Subject(s) - cycloisomerization , sulfur , ylide , catalysis , moiety , reactivity (psychology) , chemistry , sulfide , nucleophile , atom economy , stoichiometry , atom (system on chip) , organic chemistry , photochemistry , medicine , alternative medicine , pathology , computer science , embedded system
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.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom