4.4 Article

One-step construction of saturated six-membered rings directly using calcium carbide as an acetylene source: synthesis of 1,3,5-triaroylcyclohexanes

Journal

TETRAHEDRON
Volume 72, Issue 29, Pages 4321-4328

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.05.071

Keywords

Calcium carbide; Saturated six-membered ring; 1,3,5-Triaroylcyclohexane; Renewable resources; Sustainable chemistry

Funding

  1. National Natural Science Foundation of China [21462038, 21362034]
  2. Key Laboratory of Eco-Environment-Related Polymer Materials for Ministry of Education

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Saturated six-membered rings were constructed directly using calcium carbide as an acetylene source by one-step procedure, and functionalized cyclohexanes, 1,3,5-triaroylcyclohexanes, were efficiently synthesized by reactions of calcium carbide with aromatic or heteroaromatic aldehydes in high yield. This protocol has the advantages of using inexpensive and renewable resource, no flammable and explosive gas and no transition-metal catalysts. (C) 2016 Elsevier Ltd. All rights reserved.

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