SYNTHESIS OF 3-SUBSTITUTED INDOLIZINES FROM THE REACTION OF CHLOROCARBENES WITH 2-VINYLPYRIDINE

被引:23
作者
BONNEAU, R
ROMASHIN, YN
LIU, MTH
MACPHERSON, SE
机构
[1] UNIV PRINCE EDWARD ISL,DEPT CHEM,CHARLOTTETOWN C1A 4P3,PE,CANADA
[2] UNIV BORDEAUX 1,CHIM PHYS A LAB,CNRS,URA 348,F-33405 TALENCE,FRANCE
关键词
D O I
10.1039/c39940000509
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3-Substituted indolizines have been obtained in a one-step procedure from the reaction of chlorocarbenes with 2-vinylpyridine.
引用
收藏
页码:509 / 510
页数:2
相关论文
共 12 条
[1]  
BERGNIELSEN K, 1977, ACTA CHEM SCAND B, V21, P224
[2]   FORMATION OF INDOLIZINES BY THE ADDITION OF ALPHA-CHLOROACRYLONITRILE TO PYRIDINIUM YLIDES - REGIOSELECTIVITY AND HAMMETT CORRELATION [J].
BONNEAU, R ;
LIU, MTH ;
LAPOUVADE, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (08) :1547-1548
[4]   PYRIDINE YLIDE FORMATION BY CAPTURE OF PHENYLCHLOROCARBENE AND TERT-BUTYLCHLOROCARBENE - REACTION-RATES OF AN ALKYLCHLOROCARBENE BY LASER FLASH-PHOTOLYSIS [J].
JACKSON, JE ;
SOUNDARARAJAN, N ;
PLATZ, MS ;
LIU, MTH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (16) :5595-5596
[5]   THE QUANTITATIVE ELECTROPHILIC REACTIVITY OF ANNULENES .2. PARTIAL RATE FACTORS FOR HYDROGEN-EXCHANGE OF AZULENE, CYCL[3,2,2]AZINE, INDOLIZINE, N-METHYLISOINDOLE, INDOLE, AND PYRROLO[2,1-B]THIAZOLE, AND ATTEMPTED EXCHANGE IN TRANS-9,10-DIMETHYLDIHYDROPYRENE - THE DRAMATIC EFFECT OF CREATING AROMATICITY IN THE TRANSITION-STATE FOR ELECTROPHILIC SUBSTITUTION, AND THE IMPORTANCE OF VALENCE BOND THEORY- [J].
LAWS, AP ;
TAYLOR, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (05) :591-597
[6]   LASER FLASH-PHOTOLYSIS STUDY OF SUBSTITUENT EFFECTS ON THE RATE OF 1,2-H MIGRATION IN A SERIES OF BENZYLCHLOROCARBENES [J].
LIU, MTH ;
BONNEAU, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (10) :3604-3607
[7]   REACTIVE INTERMEDIATES IN THE PHOTOLYSIS AND THERMOLYSIS OF 3-CHLORO-3-BENZYLDIAZIRINE [J].
LIU, MTH ;
CHISHTI, NH ;
TENCER, M ;
TOMIOKA, H ;
IZAWA, Y .
TETRAHEDRON, 1984, 40 (05) :887-892
[8]   INTERCEPTION OF DIMETHYLCARBENE WITH PYRIDINE - A LASER FLASH-PHOTOLYSIS STUDY [J].
MODARELLI, DA ;
PLATZ, MS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (23) :8985-8986
[9]   ONE-STEP SYNTHESIS OF 3-DIALKYLAMINOINDOLIZINES [J].
OHSAWA, A ;
ABE, Y ;
IGETA, H .
CHEMISTRY LETTERS, 1979, (03) :241-244
[10]   BIPHASIC SONOCHEMISTRY - CONVENIENT GENERATION OF DICHLOROCARBENE [J].
REGEN, SL ;
SINGH, A .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (08) :1587-1588