Download Chemistry of Heterocyclic Compounds: Furopyrans and by Ahmed Mustafa PDF

By Ahmed Mustafa

Content material:
Chapter I Furopyrans and ?Pyrones (pages 1–13):
Chapter II Furocoumarins (pages 14–101):
Chapter III Furochromones (pages 102–159):
Chapter IV Furoxanthones (pages 160–174):
Chapter V Furoflavones (pages 175–200):
Chapter VI The Furoisoflavanoids (pages 201–271):
Chapter VII Chromanochromanones (The Rotenoids) (pages 272–327):
Chapter VIII much less universal Furopyrone structures (pages 328–335):

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Extra info for Chemistry of Heterocyclic Compounds: Furopyrans and Furopyrones, Volume 23

Example text

98). Spectrum (A,- la a d w M Unsubstituted { + I A C. Angelicin { O ~ 0 ~ D ~ O w Type) ~ ~ I 9-COOEt 4',6'-Dih~M0~th0b~h 3,4,4',6'-Tetrehydm,4-I#fe peoralen S'-C(OH)Mes, 3-NfIa S'-C(OH)Mea, 3-Br 6'-C(OH)M+, 3-COOH 3-COOH I B 14n-151, 167-156 116,118 178-180. 06) 128. 158. 161 lSS-lS7. 06). p. 6'-C(OH)Mes (oolumbianetin) D. 4 ' , 6 ' - l M ~ m n g e l ~Type n L'-C(OAc)Mes 4'-Ph 4,6'-Di-Me 4-Me, 4'-Et 4-Me. 4 ' a - R 4'-n-Bu 4-Me, 4'-Ph 4-M0, 4'-C&CHs-O 4-Me,4 ' - C f i m - m 4-Me, 4'-C&--p 4-Ph, 4'-Me C-Ph, 6-Et 4,4'-Di-Ph 4,4'-I)i-Me, 6-Et 6-OR 6-OMe(sphondia) 6-OMe (bobergapten){ 6-0Me, 4-Me 4-M0, 5'-AO 4*Me, 5'-COOH 4-Me.

K. le6 When heated with phosphorus pentoxide, ostruthol gave isooxypeucedanin (73). Hydrolysis of 75 with methyl alcohol/potassium hydroxide solution gave ( f )-oxypeucedanin hydrate (72) together with angelic acid.

Robertson and coworkers88have described the methyl ether of an unequivocal synthesie of allobergapten (W), 32. The phenoxy ester (40)was cyclized with sodium ethoxide to yield ethyl 6-benzyloxy-4-methoxycoumarone-2-carboxylate(41, R = CH,C,&) which waa debenzylated with hydrogen and palladium (41, catalyst to ethyl 6-hydroxy-4-methoxycoumarone-2-carboxylate R = H). Application of the Gattermann aldehyde synthesis of the latter substance gave the aldehyde 42, which when decarboxylated gave 7-formy1-6-hydroxy-4-methoxycoumarin (43).

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