Issue 27, 2019

Organocatalytic [4 + 2] cyclizations of para-quinone methide derivatives with isocyanates

Abstract

The first [4 + 2] cyclizations of para-quinone methide derivatives with isocyanates have been established under the catalysis of Brønsted acids or Brønsted bases, which efficiently constructed benzoxazin-2-one frameworks in generally high yields (up to 95%). This reaction will not only enrich the research contents of para-quinone methide-involved cyclization reactions but also provide a useful method for constructing biologically important benzoxazin-2-one frameworks.

Graphical abstract: Organocatalytic [4 + 2] cyclizations of para-quinone methide derivatives with isocyanates

Supplementary files

Article information

Article type
Paper
Submitted
22 Apr 2019
Accepted
17 Jun 2019
First published
17 Jun 2019

Org. Biomol. Chem., 2019,17, 6662-6670

Organocatalytic [4 + 2] cyclizations of para-quinone methide derivatives with isocyanates

Y. Cheng, C. Wang, T. Li, F. Gao, Y. Jiao and F. Shi, Org. Biomol. Chem., 2019, 17, 6662 DOI: 10.1039/C9OB00918C

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