Central nervous system active compounds. IV. Synthesis of 3-aminobenzylphthalides

GI Hutchison, PA Marshall, RH Prager, JM Tippett…

Index: Hutchison; Marshall; Prager; et al. Australian Journal of Chemistry, 1980 , vol. 33, # 12 p. 2699 - 2715

Full Text: HTML

Citation Number: 6

Abstract

Abstract Several 3-aminobenzylphthalides have been prepared by reactions of 3-(2-oxo-1- phenylpropyl)-phthalides with hydrazoic acid or by the Beckmann rearrangement. The corresponding reactions with 3-(2-oxoindanyl) phthalides showed limited success but led to a new synthesis of phthalide-isoquinoline alkaloids. Preliminary biological testing of some of these derivatives indicates that they only have weak central nervous system activity.

Related Articles:

New homologation of 2-hydroxy and 2-mercapto benzylic alcohols

[Almena, Juan; Foubelo, Francisco; Yus, Miguel Tetrahedron, 1995 , vol. 51, # 11 p. 3351 - 3364]

Cyclic acetals as precursors of substituted isochromans and naphthoxepines

[Garcia, Daniel; Foubelo, Francisco; Yus, Miguel Heterocycles, 2007 , vol. 74, # C p. 507 - 519]

Synthesis of Benzo-Fused 1-Azabicyclo [mn 0] alkanes via the Schmidt Reaction: A Formal Synthesis of Gephyrotoxin

[Braun, Manfred; Ringer, Ernst Tetrahedron Letters, 1983 , vol. 24, # 11 p. 1233 - 1234]

An enantioselective approach toward 3, 4-dihydroisocoumarin through the bromocyclization of styrene-type carboxylic acids

[Bendall,V.I.; Dharamshi,S.S. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972 , p. 2732 - 2734]

Synthesis of (.+-.)-fredericamycin A

[Vaulx et al. Journal of Organic Chemistry, 1964 , vol. 29, p. 1387,1389]

More Articles...