1,5-INTRAMOLECULAR VS 1,6-INTRAMOLECULAR HOMOLYTIC AROMATIC-SUBSTITUTION BY VINYL RADICALS

被引：32

作者：

CITTERIO, A ^{[1
]}

SEBASTIANO, R ^{[1
]}

MARONATI, A ^{[1
]}

SANTI, R ^{[1
]}

BERGAMINI, F ^{[1
]}

机构：

[1] IST GUIDO DONEGANI SPA,I-28100 NOVARA,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 13期

关键词：

D O I：

10.1039/c39940001517

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Manganese(III) acetate oxidation of substituted diethyl benzylmalonates in the presence of alkynes affords tetrahydronaphthalene derivatives 3, 6, 7 and spiro [4,5]decatriene derivatives 4 or 5, through competitive 1,5 and 1,6 intramolecular aromatic substitution by vinyl radicals.

引用

页码：1517 / 1518

页数：2

共 27 条

[1] BECKWITH ALJ, 1986, REV CHEM INTERMED, V7, P143
[2] REGIO-SELECTIVITY AND STEREO-SELECTIVITY OF ALKENYL RADICAL RING-CLOSURE - A THEORETICAL-STUDY
BECKWITH, ALJ
SCHIESSER, CH
[J]. TETRAHEDRON, 1985, 41 (19) : 3925 - 3941
[3] BECKWITH ALJ, 1980, REARRANGEMENTS GROUN, V1, P188
[4] REVERSIBILITY OF HOMOLYTIC ACYLATION - SUBSTITUTION OF ACYL-GROUPS IN PROTONATED HETEROAROMATIC BASES BY NUCLEOPHILIC FREE-RADICALS
CARONNA, T
CITTERIO, A
BELLATTI, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (23) : 987 - 988
[5] MANGANESE(III) ACETATE INDUCED CYCLIZATION OF ALPHA-ARYLALKYL AND ALPHA-(ARYLOXY)ALKYL BETA-DICARBONYL DERIVATIVES
CITTERIO, A
FANCELLI, D
FINZI, C
PESCE, L
SANTI, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) : 2713 - 2718
[6] CITTERIO A, 1989, NATO ADV SCI I C-MAT, V260, P187
[7] CITTERIO A, 1990, SYNTHESIS-STUTTGART, P142
[8] SYNTHESIS OF SUBSTITUTED TETRAHYDRONAPHTHALENES BY MN(III), CE(IV), AND FE(III) OXIDATION OF SUBSTITUTED DIETHYL ALPHA-BENZYLMALONATES IN THE PRESENCE OF OLEFINS
CITTERIO, A
SEBASTIANO, R
MARION, A
SANTI, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (18) : 5328 - 5335
[9] OXIDATION OF MALONIC-ACID DERIVATIVES BY MANGANESE(III) ACETATE - AROMATIC MALONYLATION REACTION - SCOPE AND LIMITATIONS
CITTERIO, A
SANTI, R
FIORANI, T
STROLOGO, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) : 2703 - 2712
[10] OXIDATION OF DIETHY OMEGA-PHENYLALKENYLMALONATES BY HIGH-VALENT METAL-SALTS
CITTERIO, A
SEBASTIANO, R
NICOLINI, M
[J]. TETRAHEDRON, 1993, 49 (35) : 7743 - 7760

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