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Bicyclization involving pseudo-intramolecular imination with diamines†
Nagatoshi Nishiwaki,Shotaro Hirao,Jun Sawayama,Kazuhiko Saigo,Kazuya Kobiro
Chemical Communications Pub Date : 03/24/2011 00:00:00 , DOI:10.1039/C1CC10705D
Abstract

α-Nitro-δ-keto nitriles and α-nitro-δ-keto ester were readily converted to diazabicyclo compounds having vicinal functionality upon treatment with diamines. The keto nitrile attracts the diamine nearby to an acidic hydrogen to cause the pseudo-intramolecular imination which proceeds efficiently without any catalyst at room temperature.

Graphical abstract: Bicyclization involving pseudo-intramolecular imination with diamines
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