Thermolytic Synthesis of Naphthalenes via Intramolecular Cyclocondensation of o-Phenylallylbenzaldehydes

Meng-Yang Chang; Nai-Chen Hsueh

doi:10.1055/s-0037-1610175

Synthesis, Table of Contents

Synthesis 2018; 50(17): 3408-3419
DOI: 10.1055/s-0037-1610175

paper

Thermolytic Synthesis of Naphthalenes via Intramolecular Cyclocondensation of o-Phenylallylbenzaldehydes

Meng-Yang Chang *

^aDepartment of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan Email: mychang@kmu.edu.tw

^bDepartment of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan

,

Nai-Chen Hsueh

^aDepartment of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan Email: mychang@kmu.edu.tw

› Author Affiliations

Abstract

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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.

Key words

carbonyl-ene type - cyclocondensation - o-carbonyl allylbenzenes - substituted naphthalenes

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References

References

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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.

Supplementary Material