Dehydration, with dicyclohexylcarbodiimide, of the cyanohydrins derived from the ring open tautomers of the 3-hydroxyphthalides (4) provides an efficient synthesis of 3-cyanophthalides (8a) and its derivatives (8b-f).
Russel, Richard A.,Pilley, Boyd A.,Warrener, Ronald N.
p. 425 - 430
(2007/10/02)
Synthesis of Functionalized Hydroxyphthalides and Their Conversion to 3-Cyano-1(3H)-isobenzofuranones. The Diels-Alder Reaction of Methyl 4,4-Diethoxybutynoate and Cyclohexadienes
Several methods have been used in the preparation of functionalized hydroxyphthalides.Metalation of N,N-diethyl-3-methoxybenzamide, followed by reaction with dimethylformamide and hydrolysis, furnished 3-hydroxy-4-methoxy-1(3H)-isobenzofuranone in 52perce
Freskos, John N.,Morrow, Gary W.,Swenton, John S.
p. 805 - 810
(2007/10/02)
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