Alkylation of non-electron rich nitrogen heterocycles by alkyl orthoformates: Quantum chemistry calculations

被引:1
作者
Guccione, S [1 ]
Langer, T [1 ]
Russo, F [1 ]
机构
[1] UNIV INNSBRUCK, INST PHARMACEUT CHEM, A-6020 INNSBRUCK, AUSTRIA
关键词
D O I
10.1002/jhet.5570330467
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Results of semiempirical MO calculations of N-1- and N-2-alkyl pyrzolotriazolopyrimidin-4-ones originating from alkylation by trimethyl and triethyl orthoformate are presented.
引用
收藏
页码:1413 / 1415
页数:3
相关论文
共 16 条
[1]   ORTHO ESTER HYDROLYSIS - COMPLETE REACTION-MECHANISM [J].
AHMAD, M ;
BERGSTROM, RG ;
CASHEN, MJ ;
KRESGE, AJ ;
MCCLELLAND, RA ;
POWELL, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (14) :4827-4829
[2]  
BULYCHEV YN, 1988, KHIM GETEROTSIKL, V7, P920
[3]   ACID-CATALYZED HYDROLYSIS OF CARBOXYLIC ACID ORTHOESTERS [J].
DEWOLFE, RH ;
JENSEN, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (20) :3264-&
[4]  
Fleming I., 1976, FRONTIER ORBITALS OR
[5]  
FUSCO R, 1967, HETEROCYCL COMPOUNDS, V20, P4
[7]   Synthesis of 3-methyl-substituted pyrazolotriazolopyrimidin-4-one and pyrazolothiazolopyrimidin-4-one derivatives [J].
Guccione, S ;
Scolaro, LM ;
Russo, F .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (02) :459-463
[8]   POTENTIAL OF ALKYL ORTHOFORMATES AS ALKYLATING-AGENTS OF NON-ELECTRON RICH NITROGEN-HETEROCYCLES [J].
GUCCIONE, S ;
RAFFAELLI, A ;
BARRETTA, GU ;
SCOLARO, LM ;
PUCCI, S ;
RUSSO, F .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (04) :1149-1158
[9]  
GUCCIONE S, 1992, THESIS
[10]   PHASE-TRANSFER ALKYLATION OF HETEROCYCLES IN THE PRESENCE OF 18-CROWN-6 AND POTASSIUM TERT-BUTOXIDE [J].
GUIDA, WC ;
MATHRE, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (16) :3172-3176