New procedures for the synthesis of heterocyclic substituted and 2,4-difunctionalized pyrimidines

被引:15
作者
Martinez, AG [1 ]
Fernandez, AH [1 ]
Jimenez, FM [1 ]
Martinez, PJM [1 ]
Martin, CA [1 ]
Subramanian, LR [1 ]
机构
[1] UNIV TUBINGEN,INST ORGAN CHEM,D-72076 TUBINGEN,GERMANY
关键词
D O I
10.1016/0040-4020(96)00368-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Tosyl-2- and -3-acetylpyrrols 1 or N-tosyl-2-pyrrolidone 5 were condensed with cyano compounds in the presence of triflic anhydride (Tf(2)O) to yield heteroarylpyrimidines. 2,4-Difunctionalized pyrimidines were obtained by reaction of the corresponding 2,4-bis(methylsulfonyl)pyrimidines with nucleophiles. Copyright (C) 1996 Published by Elsevier Science Ltd
引用
收藏
页码:7973 / 7982
页数:10
相关论文
共 19 条
[1]   6-ALKYL AND 5,6-DIALKYL-2-METHOXY-4(3H)-PYRIMIDINONES IN THE TRANSFORMATIONS OF PYRIMIDINES .2. SYNTHESIS AND CONVERSION INTO ALKYLURACILS AND 2-ALKOXY-4(3H)-PYRIMIDINONES [J].
BOTTA, M ;
CAVALIERI, M ;
CECI, D ;
DEANGELIS, F ;
FINIZIA, G ;
NICOLETTI, R .
TETRAHEDRON, 1984, 40 (17) :3313-3320
[2]   PREPARATION OF URACIL BY CYCLOREVERSION - STRUCTURE OF CYCLOALKANE-FUSED, CYCLOALKENE-FUSED DIURACILS AND NORBORNANE-FUSED, NORBORNENE-FUSED DIHYDROURACILS [J].
FRIMPONGMANSO, S ;
NAGY, K ;
STAJER, G ;
BERNATH, G .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (01) :221-224
[3]  
GHOSEZ L, 1981, J ANGEW CHEM INT ED, V10, P879
[4]   THE REACTION OF TRIFLUOROMETHANESULFONIC ANHYDRIDE WITH CARBONYL-COMPOUNDS [J].
GRAMSTAD, T ;
HUSEBYE, S ;
SAEBO, J .
TETRAHEDRON LETTERS, 1983, 24 (36) :3919-3920
[5]  
HASSAL KA, 1982, CHEM PESTICIDES
[6]  
HIDELBAGER C, 1984, PYRIMIDINE NUCLEOSID, P801
[7]   SELECTIVE INHIBITORS OF DIHYDROFOLATE-REDUCTASE (NOBEL LECTURE) [J].
HITCHINGS, GH .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (07) :879-885
[8]   REGIOSELECTIVE SYNTHESIS OF ACYLPYRROLES [J].
KAKUSHIMA, M ;
HAMEL, P ;
FRENETTE, R ;
ROKACH, J .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (19) :3214-3219
[9]  
Katrizky A, 1984, COMPREHENSIVE HETERO, V3, P111
[10]  
Martinez A., UNPUB