A thermal decarboxylative Cloke–Wilson rearrangement of dispirocyclopropanes derived from para-quinone methides and bromo-Meldrum's acids: an approach to synthesize spirobutyrolactone para-dienones. Issue 18 (19th August 2020)

• Record Type: Journal Article
• Authors: Li, Tong; Yan, Dandan; Cui, Chaoxing; Song, Xixi; Chang, Junbiao
• Is Part Of: Organic chemistry frontiers. Volume 7:Issue 18(2020)
• Page Start: 2682
• Page End: 2688
• Publication Date: 2020-08-19
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo00770f
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An unprecedented approach to synthesize spirobutyrolactone para -dienones from para -quinone methides and bromo-Meldrum's acids has been developed. Abstract : An unprecedented approach to synthesize spirobutyrolactone para -dienones from para -quinone methides and bromo-Meldrum's acids has been developed. A series of spatially congested dispirocyclopropanes are generated by spirocyclopropanation, and their unique reactivities have been explored for the first time in the thermal decarboxylative Cloke–Wilson rearrangement reaction. A variety of spirobutyrolactones are efficiently produced via the sequential spirocyclopropanation/rearrangement process in two steps with overall yields from 56 to 88%.