Synthesis of 2-Naphthols via Carbonylative Stille Coupling Reaction of 2-Bromobenzyl Bromides with Tributylallylstannane Followed by the Heck Reaction

…, X Feng, H Liu, H Jiang, M Bao

Index: Dai, Yao; Feng, Xiujuan; Liu, Hesong; Jiang, Hua; Bao, Ming Journal of Organic Chemistry, 2011 , vol. 76, # 24 p. 10068 - 10077

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Citation Number: 11

Abstract

A method for the synthesis of 2-naphthols 4 is described. The carbonylative Stille coupling reactions of 2-bromobenzyl bromides with tributylallylstannane to produce 2-bromobenzyl β, γ-unsaturated ketones 2 in satisfactory to excellent yields has been achieved. The isomerization of 2-bromobenzyl β, γ-unsaturated ketones 2 can readily occur under basic conditions to generate 2-bromobenzyl α, β-unsaturated ketones 3. The 2-bromobenzyl α, ...