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
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
收藏
页码:9987 / 10001
页数:15
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