N-[1-(BENZOTRIAZOL-1-YL)ALKYL]AMIDES, VERSATILE AMIDOALKYLATION REAGENTS .4. A NEW SYNTHETIC ROUTE TO 4H-1,3-OXAZINES

被引:11
作者
KATRITZKY, AR
PERNAK, J
FAN, WQ
机构
[1] Department of Chemistry, University of Florida, Gainesville, Florida
[2] Department of Chemistry, University of Florida, Gainesville
来源
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG | 1992年 / 334卷 / 02期
关键词
D O I
10.1002/prac.19923340203
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A variety of 2,4,6-tri- and 2,4,5,6-tetrasubstituted 4H-1,3-oxazines (7 a-i) were synthesized in excellent yields by the reaction of acetylenes (5) in the presence of aluminum chloride with N-[1-(benzotriazol-1-yl) alkyl]amides 4, themselves readily prepared from benzotriazole (1) with amides (2) and aldehydes (3).
引用
收藏
页码:114 / 118
页数:5
相关论文
共 27 条
[11]   N-(1-BENZOTRIAZOL-1-YLALKYL)AMIDES, VERSATILE ALPHA-AMIDOALKYLATION REAGENTS .1. ALPHA-AMIDOALKYLATION OF CH ACIDS [J].
KATRITZKY, AR ;
PERNAK, J ;
FAN, WQ ;
SACZEWSKI, F .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (14) :4439-4443
[12]   A GENERAL-METHOD FOR THE N-ALKYLATION OF THIOAMIDES [J].
KATRITZKY, AR ;
DREWNIAK, M .
TETRAHEDRON LETTERS, 1988, 29 (15) :1755-1758
[13]   THE CHEMISTRY OF BENZOTRIAZOLE .8. A NOVEL 2-STEP PROCEDURE FOR THE N-ALKYLATION OF AMIDES [J].
KATRITZKY, AR ;
DREWNIAK, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (08) :2339-2344
[14]   BENZOTRIAZOLE - A NOVEL SYNTHETIC AUXILIARY [J].
KATRITZKY, AR ;
RACHWAL, S ;
HITCHINGS, GJ .
TETRAHEDRON, 1991, 47 (16-17) :2683-2732
[15]   THE CHEMISTRY OF BENZOTRIAZOLE .10. A CONCEPTUALLY NEW APPROACH TO THE SYNTHESIS OF SECONDARY AMIDES AND THIOAMIDES [J].
KATRITZKY, AR ;
DREWNIAK, M ;
LUE, P .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (25) :5854-5856
[16]  
KATRITZKY AR, 1991, SYNTHESIS-STUTTGART, P868
[17]   THE CHEMISTRY OF N-SUBSTITUTED BENZOTRIAZOLES .7. THE ISOMERIC COMPOSITION AND MECHANISM OF INTERCONVERSION OF SOME N-(AMINOMETHYL)BENZOTRIAZOLE DERIVATIVES [J].
KATRITZKY, AR ;
YANNAKOPOULOU, K ;
KUZMIERKIEWICZ, W ;
AURRECOECHEA, JM ;
PALENIK, GJ ;
KOZIOL, AE ;
SZCZESNIAK, M ;
SKARJUNE, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (12) :2673-2679
[18]  
KATRITZKY AR, 1991, J SYNTHESIS, P1147
[19]   DIE ANWENDUNG DER NITRILIUMSALZE BEI DER SYNTHESE HETEROCYCLISCHER VERBINDUNGEN .6. DERIVATE DES 4.4.6-TRIMETHYL-4H-1.3-OXAZINS [J].
LORATAMAYO, M ;
MADRONERO, R ;
LEIPPRAND, H ;
MUNOZ, GG .
CHEMISCHE BERICHTE-RECUEIL, 1964, 97 (08) :2234-&
[20]   BEITRAG ZUM CHEMISCHEN VERHALTEN DER 4H-1.3-OXAZINE [J].
LORATAMAYO, M ;
MADRONERO, R ;
LEIPPRAND, H .
CHEMISCHE BERICHTE-RECUEIL, 1964, 97 (08) :2244-&