The role of the hydrogen bonding in cycloadditions of benzonitrile oxide with cyanophenols.

被引：11

作者：

Corsaro, A ^{[1
]}

Buemi, G ^{[1
]}

Chiacchio, U ^{[1
]}

Perrini, G ^{[1
]}

Pistara, V ^{[1
]}

Romeo, R ^{[1
]}

机构：

[1] UNIV ARCAVACATA,DIPARTIMENTO CHIM,I-87036 ARCAVACATA,ITALY

来源：

TETRAHEDRON | 1996年 / 52卷 / 23期

关键词：

D O I：

10.1016/0040-4020(96)00359-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactivity of aromatic nitriles in cycloadditions with benzonitrile oxide is remarkably enhanced by the ortho-hydroxy substituent. Semiempirical PM3 calculations are in agreement with a hydrogen bonding effect. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：7885 / 7892

页数：8

共 42 条

[1] ALBINI M, 1980, J CHEM RES M, P4355
[2] ANNUNZIATA R, 1989, GAZZ CHIM ITAL, V119, P253
[3] 1,3-DIPOLAR CYCLOADDITIONS TO BAYLIS-HILLMAN ADDUCTS - RATIONALE FOR THE OBSERVED DIASTEREOSELECTIVITY
ANNUNZIATA, R
BENAGLIA, M
CINQUINI, M
COZZI, F
RAIMONDI, L
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (15) : 4697 - 4706
[4] 1.3-DIPOLAR CYCLOADDITIONS .68. ADDITIONS OF NITRILE OXIDES TO CN-MULTIPLE BONDS
BAST, K
MACK, W
HUISGEN, R
CHRISTL, M
[J]. CHEMISCHE BERICHTE-RECUEIL, 1972, 105 (09): : 2825 - &
[5] BUEMI G, 1993, HETEROCYCLES, V36, P2005
[6] CARAMELLA P, 1974, TETRAHEDRON LETT, P229
[7] CARAMELLA P, 1984, TETRAHEDRON LETT, P1875
[8] 1,2-BENZISOTHIAZOLES .1. REACTION OF 3-CHLORO-1,2-BENZISOTHIAZOLE WITH NUCLEOPHILES
CARRINGTON, DE
CLARKE, K
SCROWSTON, RM
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (19): : 3262 - +
[9] PHYSICAL ORGANIC-CHEMISTRY OF BENZISOXAZOLES .1. MECHANISM OF BASE-CATALYZED DECOMPOSITION OF BENZISOXAZOLES
CASEY, ML
KEMP, DS
PAUL, KG
COX, DD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (13) : 2294 - 2301
[10] RING-OPENING OF THE ISOXAZOLIDINE SYSTEM - A NEW SYNTHESIS OF 3-AMINO-2(5H)FURANONES
CASUSCELLI, F
CHIACCHIO, U
DIBELLA, MR
RESCIFINA, A
ROMEO, G
ROMEO, R
UCCELLA, N
[J]. TETRAHEDRON, 1995, 51 (31) : 8605 - 8612

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