Synthesis 2018; 50(17): 3408-3419
DOI: 10.1055/s-0037-1610175
paper
© Georg Thieme Verlag Stuttgart · New York

Thermolytic Synthesis of Naphthalenes via Intramolecular Cyclocondensation of o-Phenylallylbenzaldehydes

a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan   Email: mychang@kmu.edu.tw
b   Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan
,
Nai-Chen Hsueh
a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan   Email: mychang@kmu.edu.tw
› Author Affiliations
The authors would like to thank the Ministry of Science and Technology of the Republic of China for the financial support (MOST 106-2628-M-037-001-MY3).
Further Information

Publication History

Received: 28 February 2018

Accepted after revision: 04 May 2018

Publication Date:
13 June 2018 (online)


Abstract

The development of intramolecular carbonyl-ene type cyclocondensation of oxygenated o-phenylallylbenzaldehydes in refluxing decalin is reported. The facile and easy-to-operate thermolytic rearrangement procedure generates substituted naphthalenes in good to excellent yields.

Supporting Information

 
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  • 12 CCDC 1584196 (4c) and 1584195 (4m) contain the supplementary crystallographic data for this paper. The data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/getstructures.