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Updated: Jun 12, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Visible-light-induced dearomative 1,4-carbamoylpyridinylation of nonactivated naphthalenes
Cheng-An Jin1,2, Hao Liu1, Bo-Wen Xie1
1College of Chemical Engineering, State Key Laboratory Breeding Base of Green-Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou 310014, China. liangrx@zjut.edu.cn.
Abstract:
A visible-light-induced dearomative 1,4-carbamoylpyridinylation of nonactivated naphthalenes is described. The protocol provides rapid access to a series of pyridinylated spiro 1,2-dihydronaphthalenes in moderate yields by using naphthyl-substituted oxamic acids and 4-cyanopyridines as substrates through radical-radical cross-coupling followed by base-mediated alkene tautomerization. In addition, this method enabled late-stage functionalization of several drug derivatives, demonstrating the practical utility of this reaction.
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