AN UNUSUAL CONDENSATION OF PYRIMIDINONES - SYNTHESIS OF BIPYRIMIDINONES AND BIPYRIMIDINYLMETHANE

被引:8
作者
BOTTA, M [1 ]
SALADINO, R [1 ]
GAMBACORTA, A [1 ]
NICOLETTI, R [1 ]
机构
[1] UNIV ROMA LA SAPIENZA,DIPARTMENTO CHIM,I-00185 ROME,ITALY
关键词
D O I
10.3987/COM-91-5751
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unusual condensation of pyrimidinones (2), (3), and (12) in the presence of lithiated furan derivatives or LiHMDS leads to the formation of 7, 8 and 13. In the case of the self condensation of 3, a novel acyloin reaction is invoked to explain the formation of product (8) where the substrate acts as the catalyst in the reaction.
引用
收藏
页码:1537 / 1545
页数:9
相关论文
共 15 条
[1]   6-ALKYL-2-METHOXY-4(3H)-PYRIMIDINONES AND 5,6-DIALKYL-2-METHOXY-4(3H)-PYRIMIDINONES IN THE TRANSFORMATIONS OF PYRIMIDINES - CONVERSION INTO 2-SUBSTITUTED "AMINO-CHLORO-PYRIMIDINE-DERIVATIVES AND 4-CHLORO-PYRIMIDINE-DERIVATIVES [J].
BOTTA, M ;
DEANGELIS, F ;
FINIZIA, G ;
GAMBACORTA, A ;
NICOLETTI, R .
SYNTHETIC COMMUNICATIONS, 1985, 15 (01) :27-34
[2]   ANTIVIRAL AGENTS - SYNTHESIS OF FURYLPYRIMIDINONES AND EVALUATION OF THEIR CYTOSTATIC AND ANTIVIRAL ACTIVITY [J].
BOTTA, M ;
DEANGELIS, F ;
CORELLI, F ;
MENICHINCHERI, M ;
NICOLETTI, R ;
MARONGIU, ME ;
PANI, A ;
LACOLLA, P .
ARCHIV DER PHARMAZIE, 1991, 324 (04) :203-207
[3]   PHOTOPRODUCT FREQUENCY IS NOT THE MAJOR DETERMINANT OF UV BASE SUBSTITUTION HOT-SPOTS OR COLD SPOTS IN HUMAN-CELLS [J].
BRASH, DE ;
SEETHARAM, S ;
KRAEMER, KH ;
SEIDMAN, MM ;
BREDBERG, A .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1987, 84 (11) :3782-3786
[5]   UNFUSED HETEROBICYCLES AS AMPLIFIERS OF PHLEOMYCIN .2. SOME 2,4'-BIPYRIMIDINES, 4,5'-BIPYRIMIDINES AND 5,5'-BIPYRIMIDINES [J].
BROWN, DJ ;
COWDEN, WB ;
STREKOWSKI, L .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1981, 34 (06) :1353-1359
[6]  
BROWN DJ, 1985, HETEROCYCLIC, V16
[7]  
ISMAIL MT, 1987, J ELECTROCHEM SOC IN, V36, P164
[8]   A NEW CLASS OF BENZOIN CONDENSATION CATALYST, THE BI-(1,3-DIALKYLIMIDAZOLIDIN-2-YLIDENES) [J].
LAPPERT, MF ;
MASKELL, RK .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (11) :580-581
[9]   Reactions involving the addition of hydrogen cyanide to carbon compounds [J].
Lapworth, A .
JOURNAL OF THE CHEMICAL SOCIETY, 1903, 83 :995-1005
[10]  
LEFEBVRE Y, 1972, TETRAHEDRON LETT, P133