Pd(O)-mediated couplings of aryl nonaflates and triflates with diphenylphosphine-borane.: Preparation of BH3-stabilized, unsymmetrical triarylphosphines

被引：67

作者：

Lipshutz, BH ^{[1
]}

Buzard, DJ ^{[1
]}

Yun, CS ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem, Santa Barbara, CA 93106 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 02期

关键词：

D O I：

10.1016/S0040-4039(98)02334-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Exposure of an aryl nonaflate or triflate to diphenylphosphine-borane in the presence of catalytic Pd(PPh3)(4) in CH3CN at 40 degrees leads to good isolated yields of triarylphosphines uncomplicated by autoxidation. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：201 / 204

页数：4

共 25 条

[1]

AGER DJ, 1997, J CHEM SOC CHEM COMM, P2359

[2] Preparation and use of a polymer supported BINAP hydrogenation catalyst [J].

Bayston, DJ ;

Fraser, JL ;

Ashton, MR ;

Baxter, AD ;

Polywka, MEC ;

Moses, E .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (09) :3137-3140

[3] PHOSPHINE-BORANE COMPLEXES - DIRECT USE IN ASYMMETRIC CATALYSIS [J].

BRISSET, H ;

GOURDEL, Y ;

PELLON, P ;

LECORRE, M .

TETRAHEDRON LETTERS, 1993, 34 (28) :4523-4526

[4]

BROWN HC, 1975, ORGANIC SYNTHESIS VI

[5] SYNTHESIS OF CHIRAL 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (BINAP) VIA A NOVEL NICKEL-CATALYZED PHOSPHINE INSERTION [J].

CAI, DW ;

PAYACK, JF ;

BENDER, DR ;

HUGHES, DL ;

VERHOEVEN, TR ;

REIDER, PJ .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23) :7180-7181

[6] Asymmetric synthesis of alpha-alkylproline derivatives from a chiral borane-amine adduct: Inversion of enantioselectivity in the presence of a crown ether [J].

Ferey, V ;

Vedrenne, P ;

Toupet, L ;

LeGall, T ;

Mioskowski, C .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (21) :7244-7245

[7] Palladium-catalyzed synthesis of phosphine-containing amino acids [J].

Gilbertson, SR ;

Starkey, GW .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (09) :2922-2923

[8] Water soluble phosphines .8. Palladium-catalyzed P-C cross coupling reactions between primary or secondary phosphines and functional aryliodides - A novel synthetic route to water soluble phosphines [J].

Herd, O ;

Hessler, A ;

Hingst, M ;

Tepper, M ;

Stelzer, O .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 522 (01) :69-76

[9] SYNTHESIS AND REACTIONS OF PHOSPHINE BORANES - SYNTHESIS OF NEW BIDENTATE LIGANDS WITH HOMOCHIRAL PHOSPHINE CENTERS VIA OPTICALLY PURE PHOSPHINE BORANES [J].

IMAMOTO, T ;

OSHIKI, T ;

ONOZAWA, T ;

KUSUMOTO, T ;

SATO, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (13) :5244-5252

[10] SYNTHESIS AND REACTIONS OF OPTICALLY PURE CYCLOHEXYL(O-METHOXYPHENYL)PHOSPHINE-BORANE AND T-BUTYL-(O-METHOXYPHENYL)PHOSPHINE-BORANE [J].

IMAMOTO, T ;

MATSUO, M ;

NONOMURA, T ;

KISHIKAWA, K ;

YANAGAWA, M .

HETEROATOM CHEMISTRY, 1993, 4 (05) :475-486

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