ACETYLENE CHEMISTRY .32. ALKINYLATION AND CYCLIC REARRANGEMENT OF THEOPHYLLINE WITH UNSATURATED ALCOHOLS BY MITSUNOBU REACTION

Authors
REISCH J RAO ARR USIFOH CO
Citation
J. Reisch et al., ACETYLENE CHEMISTRY .32. ALKINYLATION AND CYCLIC REARRANGEMENT OF THEOPHYLLINE WITH UNSATURATED ALCOHOLS BY MITSUNOBU REACTION, Monatshefte fuer Chemie, 125(1), 1994, pp. 79-83
Citations number
17
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
125
Issue
1
Year of publication
1994
Pages
79 - 83
Database
ISI
SICI code
0026-9247(1994)125:1<79:AC.AAC>2.0.ZU;2-T
Abstract
The reaction of theophylline (I) with 2-methyl-3-butyn-2-ol and 1-buty n-3-ol under Mitsunobu conditions gave the respective 9-substituted de rivatives 9-[2-(2-methyl-3-butynyl)]-theophylline (2) and 9-[2-(3-buty nyl)]-theophylline (3). On reaction with 2-methyl-3-buten-2-ol, theoph ylline yielded in addition to the 9-[2-(2-methyl-3-butenyl)]-theophyll ine (4), two more cyclic products, identified as tetramethyl--2H-pyrro lo[1,2-e]purine-2,4(3H)-dione (5) and ,3,6,6-tetramethyl-1H-pyrrolo[2, 1-f]purine-2,4(3H, 6H)-dione (7).