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Updated: May 1, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Yb(OTf)3-Catalyzed Schmidt-Semipinacol [1,2]-Rearrangements of Bicyclo[1.1.0]butanes with 2-Azidoquinoline 1-Oxides
Kailiang Ding1, Guoxin Yang1, Jing Liu1
1School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, P. R. China.
Abstract:
An unprecedented Yb(OTf)3-catalyzed cascade transformation has been developed, enabling the strain-release driven [1,2]-rearrangement of bicyclo[1.1.0]butanes (BCBs) with 2-azidoquinoline 1-oxides via a Schmidt-type interruption and a subsequent semipinacol rearrangement process. This reaction offers a mild and novel access to highly substituted cyclobutenes in moderate to high yields. The protocol's scalability and the facile derivatization of the products underscore its application potential.
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