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Reactions with substituted xanthones—VI by A. Mustafa; M.M. Sidky; S.M.A.D. Zayed; F.M. Soliman is a Chemistry article available to read on EtoBox.

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Synthesis of 6'-substituted-Y-pyrono (2',3'-1,2>(1Ia and Hb), 4',5'dihydro4'-4-oxofurano (2',3'-1,2)-(IIIb and IIIc), 4',5'-dihydro-5'-methylfurano (2',3'-2,1)-(VI) and 4',5'-dihydro-5'methylfurano (2',3'-4,3)-9-xanthones (VII) is described. The infrared absorption spectra of a number of hydroxy-9-xanthones, hydroxy-lO-thiaxanthones and new extended xanthone systems are briefly discussed. IN A previous publication ,l it has been shown that I-hydroxy-9-xanthone (IVa) is readily acylated under the conditions of the Fries and Friedel-Crafts reactions to give the corresponding 2-acyl-I-hydroxy-Pxanthone. Unlike I-hydroxy-9-xanthone, the corresponding 2-and Chydroxy isomers 1\*2 do not undergo the Friedel-Crafts reaction and the Fries rearrangement. In an attempt to find simple structural analogues of pharmacologically active chromones, such as khellin,3 the synthesis of a number of new 2-acylated-I-hydroxy-Pxanthones (Ib-Ih) has been undertaken. Thus, 6'-methyl-4'-pyrano (2',3'-1,2)-9-xanthone (IIa) now has been obtained by cyclization of 2-(&chlorocrotonyl)-I-hydroxy-9-xanthone (Ig), obtained by the action of p-chlorocrotonyl chloride4 on IVa in the presence of aluminium chloride. Att

Who reads Reactions with substituted xanthones—VI?

Author

A. Mustafa; M.M. Sidky; S.M.A.D. Zayed; F.M. Soliman

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

1963

Language

EN

Field

Chemistry (Physical Sciences)