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Cover Feature: Base‐Mediated Generation of Ketenimines from Ynamides: Direct Access to Azetidinimines by an Imino‐Staudinger Synthesis (Chem. Eur. J. 53/2017)
Author(s) -
Romero Eugénie,
Minard Corinne,
Benchekroun Mohamed,
Ventre Sandrine,
Retailleau Pascal,
Dodd Robert H.,
Cariou Kevin
Publication year - 2017
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.201703248
Subject(s) - chemistry , cycloaddition , amidine , staudinger reaction , cover (algebra) , microwave irradiation , ring (chemistry) , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , mechanical engineering , engineering
Ynamides were used as precursors for the in situ generation of highly reactive ketenimines which were trapped with imines in a [2+2] cycloaddition under microwave irradiation. Twenty novel azetidinimines have been prepared in this straightforward and operationally simple manner. Furthermore, the products arising from this imino‐Staudinger synthesis were functionalized using a wide range of protocols that leave the four‐membered amidine ring intact. (Illustration by E. Menneteau, CNRS‐PRC 2017). More information can be found in the Communication by R. H. Dodd, K. Cariou et al. on page 12991.