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Inside Cover: Access to N‐Substituted 2‐Pyridones by Catalytic Intermolecular Dearomatization and 1,4‐Acyl Transfer (Angew. Chem. Int. Ed. 7/2019)
Author(s) -
Xu Guangyang,
Chen Ping,
Liu Pei,
Tang Shengbiao,
Zhang Xinhao,
Sun Jiangtao
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201900202
Subject(s) - chemistry , intermolecular force , ylide , rhodium , pyridinium , catalysis , reactivity (psychology) , alkylation , cover (algebra) , annulation , medicinal chemistry , stereochemistry , molecule , organic chemistry , mechanical engineering , engineering , medicine , alternative medicine , pathology
When the fearless Don Quixote was charging at windmills, he left his slow companion, Sancho Panza, behind. In their Communication on page 1980 ff., X. Zhang, J. Sun et al. describe a novel rhodium‐catalyzed dearomatization and rearrangement of O‐substituted pyridines to access N‐substituted 2‐pyridones, a challenging target because their straightforward synthesis by simple alkylation of 2‐pyridones is thwarted by their preferred O‐reactivity. The key to this transformation is the formation of the pyridinium ylide and a subsequent 1,4‐acyl migratory rearrangement.