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Silver(I)‐ or Copper(II)‐Mediated Dearomatization of Aromatic Ynones: Direct Access to Spirocyclic Scaffolds
Author(s) -
James Michael J.,
Cuthbertson James D.,
O'Brien Peter,
Taylor Richard J. K.,
Unsworth William P.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201501812
Subject(s) - benzofuran , chemistry , anisole , pyrrole , indole test , copper , combinatorial chemistry , organic chemistry , catalysis
Abstract A high‐yielding silver(I)‐ or copper(II)‐catalyzed dearomatizing spirocyclization strategy allows the conversion of simple aromatic compounds that contain ynone substituents, including indole, anisole, pyrrole, and benzofuran derivatives, into functionalized spirocyclic scaffolds. A high‐yielding asymmetric variant furnishes spirocyclic indolenines in up to 89:11 e.r.