1,7-ELECTROCYCLIC SUBSTITUTION BY NITRILE YLIDES - THE EFFECT ON THE REACTION-RATE OF THE NATURE OF THE GAMMA,DELTA-DOUBLE BOND AND OF AROMATIC SUBSTITUENTS

被引：10

作者：

CULLEN, KE ^{[1
]}

SHARP, JT ^{[1
]}

机构：

[1] UNIV EDINBURGH,DEPT CHEM,W MAINS RD,EDINBURGH EH9 3JJ,MIDLOTHIAN,SCOTLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 09期

关键词：

D O I：

10.1039/c39910000658

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In the competitive cyclisation of 7 to give 9 and 10, all substituents in the 3' and 4' positions increased the overall reaction rate relative to that of the 2-phenyl ring; 6-alkenyl and -thienyl groups also reacted faster than the 2-phenyl ring.

引用

页码：658 / 660

页数：3

共 6 条

[1] AN EASY ROUTE TO DIBENZ[C,E]AZEPINES VIA NITRILE YLIDE CYCLIZATION - THE ELECTROCYCLIC EQUIVALENT OF A BISCHLER-NAPIERALSKI REACTION
GROUNDWATER, PW
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SHARP, JT
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (18) : 1367 - 1368
[2] GROUNDWATER PW, 1987, TETRAHEDRON LETT, V18, P2069
[3] REACTIONS OF DIENE-CONJUGATED 1,3-DIPOLAR INTERMEDIATES - THE FORMATION OF CYCLOPROP[C]ISOQUINOLINES FROM BENZONITRILE ORTHO-ALKENYLBENZYL YLIDES AND THEIR REARRANGEMENTS TO 2-BENZAZEPINES
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SHARP, JT
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (22) : 1531 - 1533
[4] A STUDY OF PERISELECTIVITY IN THE THERMAL CYCLIZATION REACTIONS OF DIENE-CONJUGATED DIAZO-COMPOUNDS - 1,7-CYCLIZATION AS A ROUTE TO 3H-1,2-DIAZEPINES AND 1,5-CYCLIZATION LEADING TO NEW REARRANGEMENT REACTIONS OF 3H-PYRAZOLES
ROBERTSON, IR
SHARP, JT
[J]. TETRAHEDRON, 1984, 40 (16) : 3095 - 3112
[5] EXPERIMENTAL AND THEORETICAL-STUDIES OF SUBSTITUENT EFFECTS ON AN ORBITAL SYMMETRY FORBIDDEN ELECTROCYCLIZATION
SPELLMEYER, DC
HOUK, KN
RONDAN, NG
MILLER, RD
FRANZ, L
FICKES, GN
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (14) : 5356 - 5367
[6] [No title captured]

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