4.7 Article

A Synthetic Protocol for the Construction of Chroman-Spiroquinazolin(thi)one Framework via a Metal-Free, Three-Component, Domino, Double Annulations

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 364, Issue 4, Pages 855-864

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202101324

Keywords

Double annulation; multi-component reaction; chroman-spiroquinazolin(thi)one; [4+2] cyclization; metal-free

Funding

  1. Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang [2019R01005]
  2. Ten-Thousand Talents Plan of Zhejiang Province [2019R51012]
  3. Zhejiang Provincial Natural Science Foundation of China [LGG21B020001]

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A three-component domino approach for the synthesis of chroman-spiroquinazolin(thi)ones is described, which involves a condensation reaction followed by a hetero-Diels-Alder annulation. The reaction shows broad substrate scope and can be conducted under metal-free catalytic conditions.
A three-component domino approach for the synthesis of chroman-spiroquinazolin(thi)ones is described. It involves a condensation of 2-aminoacetophenones and iso(thio)cyanates followed by a hetero-Diels-Alder annulation with 2-hydroxybenzyl alcohol derivatives. The reaction exhibits a broad substrate scope under a metal-free catalytic condition.

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