REACTION OF P-NITROPHENYLSULFONYLACETATE WITH ALPHA,BETA-UNSATURATED ESTERS UNDER SOLID-LIQUID PHASE-TRANSFER CONDITIONS

Authors
CHEN WH ZHANG Z XU XQ
Citation
Wh. Chen et al., REACTION OF P-NITROPHENYLSULFONYLACETATE WITH ALPHA,BETA-UNSATURATED ESTERS UNDER SOLID-LIQUID PHASE-TRANSFER CONDITIONS, Gaodeng xuexiao huaxue xuebao, 16(9), 1995, pp. 1410-1414
Citations number
7
Categorie Soggetti
Chemistry
Journal title
Gaodeng xuexiao huaxue xuebao → ACNP
ISSN journal
02510790
Volume
16
Issue
9
Year of publication
1995
Pages
1410 - 1414
Database
ISI
SICI code
0251-0790(1995)16:9<1410:ROPWAE>2.0.ZU;2-D
Abstract
The reaction of p-nitrophenylsulfonylacetate with alpha,beta-unsaturat ed esters under solid-liquid phase transfer conditions (K2CO3/DMF/TEBA ) gave the unexpected Michael addition-rearrangement products. For exa mple, the reaction of p-nitrophenylsulfonylacetate with methyl methacr ylate resulted in the formation of 2-methyl-2-(p-nitrophenyl) glutarat e, presumably through the Michael adduct, which might rearrange to an intermediate, further lose sulfur dioxide and then led to the final pr oduct.