102734-66-7Relevant academic research and scientific papers
Synthesis of (Z)-3-(2-hydroxybutylidene)phthalide
Wang,Li,Yan,Li
, p. 3135 - 3139 (1994)
The first synthesis of (Z)-3-(2-hydroxybutylidene)phthalide (1) is described, starting from phthalic anhydride (2). The key step in the synthesis is the condensation of the kinetic lithium enolate of butanone with 2.
Regioselective synthesis of natural and unnatural (Z)-3-(1- alkylidene)phthalides and 3-substituted isocoumarins starting from methyl 2- hydroxybenzoates
Bellina, Fabio,Ciucci, Donatella,Vergamini, Piergiorgio,Rossi, Renzo
, p. 2533 - 2545 (2007/10/03)
(Z)-3-(1-Alkylidene)phthalides and 3-substituted isocoumarins, which include compounds bearing a substituent on their benzene ring, have been selectively and efficiently synthesized by a new protocol which involves: (i) the conversion of methyl 2-hydroxybenzoates into the corresponding nonaflates; (ii) Pd-catalyzed alkynylation reactions of these derivatives; (iii) the conversion of the so obtained methyl 2-(1-alkynyl)benzoates into the corresponding carboxylic acids followed by a transition metal-catalyzed heteroannulation reaction. This procedure has been used to prepare either natural products such as senkyunolide B, senkyunolide C, 3-propylisocoumarin and artemidin, or the MEM-ether of senkyunolide E. The regioselectivity of the transition metal-catalyzed cyclization reactions of 2-(1-alkynyl)benzoic acids has proven to be affected either by the catalyst used or the type of 1- alkynyl group present in these carboxylic acids. (C) 2000 Elsevier Science Ltd.
A new and convenient synthesis of (Z)-3-(2-hydroxybutylidene)phthalide
Li, Shaobai,Yan, Fulin,Wang, Zhiwei,Li, Yulin
, p. 1178 - 1179 (2007/10/02)
A new, convenient and high yield synthesis of (Z)-3-(2-hydroxybutylidene)phthalide (1) is described starting from (Z)-3-butylidenephthalide (2).
