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Development and Cycloaddition Reactivity of a New Class of Pyridine‐Based Mesoionic 1,3‐Dipole
Author(s) -
Erguven Huseyin,
Leitch David C.,
Keyzer Evan N.,
Arndtsen Bruce A.
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201609726
Subject(s) - mesoionic , pyridine , cycloaddition , reactivity (psychology) , quinoline , chemistry , dipole , 1,3 dipolar cycloaddition , alkyne , computational chemistry , combinatorial chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
We describe here the development and structural characterization of a new type of mesoionic 1,3‐dipole, which can be generated in the one‐step reaction of imines with pyridine‐ or quinoline‐based acid chlorides. Coupling the formation of these dipoles with alkyne cycloaddition can open a general and modular route to synthesize indolizines from combinations of available and diversifiable building blocks.