Metal-Free Approach for Oxa-spirocyclohexadienones through [3+2]/[4+2] ipso-Cyclization of para-Quinone Methides with Halo Alcohols

被引：9

作者：

Gaikwad, Ramesh A. ^{[1
]}

Savekar, Amol T. ^{[1
]}

Waghmode, Suresh B. ^{[1
]}

机构：

[1] Savitribai Phule Pune Univ, Formerly Univ Pune, Dept Chem, Pune 411007, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 14期

关键词：

ASYMMETRIC-SYNTHESIS; DEAROMATIZATION; ANNULATION; SPIROCYCLOPROPANATION; DIHYDROCOUMARINS; DERIVATIVES; ACCESS;

D O I：

10.1021/acs.joc.3c00784

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile one-pot metal-free, base-mediatedformal [3 + 2] and [4+ 2] dearomative ipso-cycloaddition of para-quinone methides (p-QMs) with halo alcohols hasbeen designed for the efficient construction of 2-oxa-spirocyclohexadienonesin excellent yield under mild reaction conditions. The commercialavailability of the bases, reagents, and convenient reaction proceduremakes it an attractive method for ipso-cyclization.

引用

页码：9987 / 10001

页数：15

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