A NEW, SIMPLE, EFFICIENT ELECTROSYNTHESIS OF FUNCTIONALIZED BENZYLIC ZINC SPECIES AND THEIR REACTIVITY TOWARD AROMATIC-ALDEHYDES

被引：9

作者：

GOSMINI, C ^{[1
]}

ROLLIN, Y ^{[1
]}

GEBEHENNE, C ^{[1
]}

LOJOU, E ^{[1
]}

RATOVELOMANANA, V ^{[1
]}

PERICHON, J ^{[1
]}

机构：

[1] CNRS,ELECTROCHIM CATALYSE & SYNTH ORGAN LAB,F-94320 THIAIS,FRANCE

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)77267-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various stable substituted benzylic zincs are formed in acetonitrile upon reaction of the bromide derivatives, in good yields, using a catalytic electrogenerated zinc species associated with massive zinc. In the presence of chloronimethylsilane, these organozincs react instantaneously with functionalized aromatic aldehydes.

引用

页码：5637 / 5640

页数：4

共 17 条

[11] ELECTROCHEMICAL CONVERSION OF FUNCTIONALIZED ARYL CHLORIDES AND BROMIDES TO ARYLZINC SPECIES [J].

SIBILLE, S ;

RATOVELOMANANA, V ;

PERICHON, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (03) :283-284

[12] PALLADIUM-CATALYZED IODINE-ZINC EXCHANGE REACTIONS - A NEW PALLADIUM-MEDIATED INTRAMOLECULAR CARBOZINCATION OF ALKENES [J].

STADTMULLER, H ;

LENTZ, R ;

TUCKER, CE ;

STUDEMANN, T ;

DORNER, W ;

KNOCHEL, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :7027-7028

[13] COPPER(I)-PROMOTED MICHAEL-ADDITION REACTION OF ORGANOZINCS OF ESTERS, NITRILES, AND ALPHA-AMINO-ACIDS [J].

TAMARU, Y ;

TANIGAWA, H ;

YAMAMOTO, T ;

YOSHIDA, Z .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (03) :351-353

[14] NICKEL-CATALYZED REGIOSELECTIVE ALLYLATION OF ALLYLIC ALCOHOLS [J].

YANAGISAWA, A ;

NOMURA, N ;

HABAUE, S ;

YAMAMOTO, H .

TETRAHEDRON LETTERS, 1989, 30 (46) :6409-6412

[15] 1,4-ADDITIONS OF THE HIGHLY FUNCTIONALIZED COPPER REAGENTS RCU(CN)ZNI.2 BF3 TO TRISUBSTITUTED ENONES - A NEW BF3 PROMOTED CYCLIZATION REACTION [J].

YEH, MCP ;

KNOCHEL, P ;

BUTLER, WM ;

BERK, SC .

TETRAHEDRON LETTERS, 1988, 29 (51) :6693-6696

[16] THE DIRECT FORMATION OF FUNCTIONALIZED ALKYL(ARYL)ZINC HALIDES BY OXIDATIVE ADDITION OF HIGHLY REACTIVE ZINC WITH ORGANIC HALIDES AND THEIR REACTIONS WITH ACID-CHLORIDES, ALPHA,BETA-UNSATURATED KETONES, AND ALLYLIC, ARYL, AND VINYL HALIDES [J].

ZHU, L ;

WEHMEYER, RM ;

RIEKE, RD .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (04) :1445-1453

[17] NEW METHOD OF ZINC ACTIVATION BY ELECTROCHEMISTRY - SYNTHETIC APPLICATIONS TO THE BLAISE REACTION [J].

ZYLBER, N ;

ZYLBER, J ;

ROLLIN, Y ;

DUNACH, E ;

PERICHON, J .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 444 (1-2) :1-4

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