Application of Baylis-Hillman methodology in a novel synthesis of quinoline derivatives

被引：89

作者：

Familoni, OB ^{[1
]}

Kaye, PT ^{[1
]}

Klaas, PJ ^{[1
]}

机构：

[1] Rhodes Univ, Dept Chem, ZA-6140 Grahamstown, South Africa

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 23期

关键词：

D O I：

10.1039/a807827k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of 2-nitrobenzaldehyde with vinyl carbonyl compounds in the presence of 1,4-diazabicyclo[2.2.2] octane affords Baylis-Hillman products, catalytic reduction of which results in direct cyclisation to quinoline derivatives.

引用

页码：2563 / 2564

页数：2

共 11 条

[1]

Bacsa J, 1998, S AFR J CHEM-S-AFR T, V51, P47

[2] The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction [J].

Basavaiah, D ;

Rao, PD ;

Hyma, RS .

TETRAHEDRON, 1996, 52 (24) :8001-8062

[3] An intramolecular Baylis-Hillman reaction catalysed by secondary amines [J].

Black, GP ;

Dinon, F ;

Fratucello, S ;

Murphy, PJ ;

Nielsen, M ;

Williams, HL .

TETRAHEDRON LETTERS, 1997, 38 (49) :8561-8564

[4] A KINETIC AND MECHANISTIC STUDY OF THE BAYLIS-HILLMAN REACTION [J].

BODE, ML ;

KAYE, PT .

TETRAHEDRON LETTERS, 1991, 32 (40) :5611-5614

[5] INDOLIZINE STUDIES .2. SYNTHESIS AND NMR SPECTROSCOPIC ANALYSIS OF 2-SUBSTITUTED INDOLIZINES [J].

BODE, ML ;

KAYE, PT .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (15) :1809-1813

[6] A NEW SYNTHESIS OF INDOLIZINES VIA THERMAL CYCLIZATION OF 2-PYRIDYL DERIVATIVES [J].

BODE, ML ;

KAYE, PT .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (09) :2612-2613

[7] The asymmetric Baylis-Hillman reaction as a template in organic synthesis [J].

Brzezinski, LJ ;

Rafel, S ;

Leahy, JW .

TETRAHEDRON, 1997, 53 (48) :16423-16434

[8] SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES [J].

DREWES, SE ;

ROOS, GHP .

TETRAHEDRON, 1988, 44 (15) :4653-4670

[9]

Jones G., 1984, COMPREHENSIVE HETERO, V2, P395

[10] DABCO-catalysed reactions of salicylaldehydes with acrylate derivatives [J].

Kaye, PT ;

Robinson, RS .

SYNTHETIC COMMUNICATIONS, 1996, 26 (11) :2085-2097

← 1 2 →