Amide synthesis by nucleophilic attack of vinyl azides

• Main Authors: Zhang, Feng-Lian, Wang, Yi-Feng, Lonca, Geoffroy Hervé, Zhu, Xu, Chiba, Shunsuke
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2014
• Subjects: DRNTU::Science::Chemistry::Inorganic chemistry::Synthesis
• Online Access: https://hdl.handle.net/10356/97105; http://hdl.handle.net/10220/19649
• Institution: Nanyang Technological University

A method for the synthesis of amide-containing molecules was developed using vinyl azides as an enamine-type nucleophile towards carbon electrophiles, such as imines, aldehydes, and carbocations that were generated from alcohols in the presence of BF3⋅OEt2. After nucleophilic attack of the vinyl azi...