1,3-DIPOLAR CYCLOADDITION REACTIONS OF 1,4-BENZOQUINONES WITH NITRILIMINES

被引：7

作者：

ARGYROPOULOS, NG ^{[1
]}

MENTZAFOS, D ^{[1
]}

TERZIS, A ^{[1
]}

机构：

[1] DEMOCRITOS NATL RES CTR PHYS SCI,GR-15310 ATHENS,GREECE

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1990年 / 27卷 / 07期

关键词：

D O I：

10.1002/jhet.5570270725

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cycloaddition reactions of some aryl conjugated p-benzoquinones with nitrilimines were studied. Depending upon the reaction conditions mono- and/or bis- adducts were isolated only from carbon-carbon double bond. The structure determination was unequivocally established by an X-ray analysis carried out on a bis-adduct. The observed regio-, as well as site-selectivity, was qualitatively correlated with frontier molecular orbitals of the reacting species.

引用

页码：1983 / 1988

页数：6

共 23 条

[1] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF 2-PHENYL-4-ARYLIDENE-5(4H)-OXAZOLONES WITH NITRILE OXIDES
ARGYROPOULOS, NG
COUTOULIARGYROPOULOU, E
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (05) : 1397 - 1400
[2] ARGYROPOULOS NG, 1964, CHIM CHRON, V13, P161
[3] 3-ARYL-2-ISOXAZOLINES - ELECTRON-IMPACT FRAGMENTATION AND SUBSTITUENT EFFECTS
BETTINETTI, GF
FACCHETT.S
[J]. ORGANIC MASS SPECTROMETRY, 1974, 9 (08): : 753 - 762
[4] BIANCHI G, 1981, J CHEM RES-S, P6
[5] Bianchi G., 1981, J CHEM RES M, P135
[6] FINLEY KT, 1988, CHEM QUINONOID COMPO, P658
[7] AN ACCOUNT OF THE SITE-SELECTIVITY AND REGIO-SELECTIVITY IN THE REACTION OF NITRILE OXIDES WITH SUBSTITUTED PARA-BENZOQUINONES BY FRONTIER MOLECULAR-ORBITAL THEORY
HAYAKAWA, T
ARAKI, K
SHIRAISHI, S
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (06) : 1643 - 1649
[8] THE REACTIONS OF NITRILE OXIDES WITH METHOXY PARA-BENZOQUINONES
HAYAKAWA, T
ARAKI, K
SHIRAISHI, S
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (08) : 2216 - 2218
[9] FRONTIER MOLECULAR-ORBITALS OF 1,3 DIPOLES AND DIPOLAROPHILES
HOUK, KN
SIMS, J
DUKE, RE
STROZIER, RW
GEORGE, JK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (22) : 7287 - 7301
[10] ORIGIN OF REACTIVITY, REGIOSELECTIVITY, AND PERISELECTIVITY IN 1,3-DIPOLAR CYCLOADDITIONS
HOUK, KN
SIMS, J
WATTS, CR
LUSKUS, LJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (22) : 7301 - 7315

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