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Cover Feature: Ring Enlargement of Three‐Membered Heterocycles by Treatment with In Situ Formed Tricyanomethane (Chem. Eur. J. 28/2020)
Author(s) -
Banert Klaus,
Chityala Madhu,
Korb Marcus
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.202000846
Subject(s) - ring (chemistry) , cover (algebra) , in situ , chemistry , azide , stereochemistry , organic chemistry , engineering , mechanical engineering
A ring expansion device for different three‐membered heterocycles is based on tricyanomethane (cyanoform), which is generated in situ by thermal decay of 2,2‐dicyanovinyl azide. The transformations open up a new access to five‐membered nitrogen heterocycles and simultaneously lead to push–pull substituted olefins. The regio‐ and stereochemistry of the ring‐enlargement processes are discussed, and the suggested reaction mechanisms were investigated. More information can be found in the Full Paper by K. Banert et al. on page 6158.