Catalytic synthesis of azeheterocycles from organic azides.

• Main Author: Toh, Kah Kah.
• Other Authors: Chiba Shunsuke
• Format: Final Year Project
• Language: English
• Published: 2010
• Subjects: DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis
• Online Access: http://hdl.handle.net/10356/38933
• Institution: Nanyang Technological University

One electron oxidation of bicyclic cyclopropanol, bicyclo[4.1.0]heptan-1-ol by a catalytic amount of Mn(III) promotes ring-expansion to afford 7-membered-ring β-carbonyl radical, which adds to vinyl azide to form an iminyl radical with elimination of dinitrogen. Iminyl radical then cyclizes with a...