RING EXPANSION REACTIONS OF ISOQUINOLINE DERIVATIVES TO 2-BENZAZOCINE AND 3-BENZAZECINE DERIVATIVES

被引：4

作者：

BAMATRAF, MMM ^{[1
]}

VERNON, JM ^{[1
]}

WILSON, GD ^{[1
]}

机构：

[1] UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 13期

关键词：

D O I：

10.1039/p19950001647

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of 2-methyl-1-vinyl-1,2-dihydro- and 1,2,3,4-tetrahydroisoquinolines with dimethyl acetylene-dicarboxylate gives 1:1 adducts which are 2-benzazocine and 3-benzazecine diesters, respectively.

引用

页码：1647 / 1648

页数：2

共 15 条

[1] ADDITION-REACTIONS OF HETEROCYCLIC-COMPOUNDS .56. FORMATION OF 1,2-DIHYDROAZOCINES FROM 1,2-DIHYDROPYRIDINES WITH DIMETHYL ACETYLENEDICARBOXYLATE [J].

ACHESON, RM ;

PAGLIETTI, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (21) :2496-2500

[2] REACTION OF ENAMINES OF CYCLIC KETONES WITH DIMETHYL ACETYLENEDICARBOXYLATE [J].

BERCHTOLD, GA ;

UHLIG, GF .

JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (06) :1459-&

[3] ENAMINE CHEMISTRY .2. REACTIONS WITH ACETYLENEDICARBOXYLATES [J].

BRANNOCK, KC ;

BURPITT, RD ;

THWEATT, JG ;

GOODLETT, VW .

JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (06) :1464-&

[4]

HASSNER A, 1981, TETRAHEDRON LETT, V22, P3694

[5] NOVEL ADDITION-REACTION OF THEBAINE WITH ACETYLENIC DIENOPHILES - CONSTRUCTION OF A NEW MORPHINE SKELETON [J].

HAYAKAWA, K ;

MOTOHIRO, S ;

FUJII, I ;

KANEMATSU, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (15) :4605-4606

[6] ADDITION-REACTION OF THEBAINE AND RELATED-COMPOUNDS WITH ACETYLENIC DIENOPHILES - THE STRUCTURE REACTIVITY RELATIONSHIP [J].

HAYAKAWA, K ;

FUJII, I ;

KANEMATSU, K .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (02) :166-173

[7] REACTIONS OF ACETYLENIC ESTERS WITH ENAMINES [J].

HUEBNER, CF ;

DORFMAN, L ;

DONOGHUE, E ;

STRACHAN, P ;

ROBISON, MM ;

PIERSON, WG .

JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (11) :3134-&

[8] REACTIONS OF TERTIARY ALLYLAMINES WITH DIMETHYL ACETYLENEDICARBOXYLATE [J].

KANDEEL, KA ;

VERNON, JM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (09) :2023-2026

[9] A NOVEL SYNTHETIC APPROACH TO RESERPINE BASED UPON AMINO-CLAISEN REARRANGEMENTS OF ZWITTERIONIC N-VINYLISOQUINUCLIDENES [J].

KUNNG, FA ;

GU, JM ;

CHAO, SC ;

CHEN, YP ;

MARIANO, PS .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (23) :4262-4266

[10]

LEHMAN PG, 1972, TETRAHEDRON LETT, P4863

← 1 2 →