Nickel-catalyzed coupling reaction of lithium organoborates and aryl mesylates possessing an electron withdrawing group

被引：90

作者：

Kobayashi, Y

Mizojiri, R

机构：

[1] Dept. of Biomolecular Engineering, Tokyo Institute of Technology, Yokohama 226, 4259 Nagatsuta-cho, Midori-ku

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 47期

关键词：

D O I：

10.1016/0040-4039(96)01984-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of NiCl2(PPh(3))(2) as catalyst, p-methoxycarbonylpheny mesylate (5) and tosylate (6) react with lithium arylborates 4 (Ar = 2-furyl; Ph, p-Me-Ph, p-MeO-Ph) at room temperature to afford the coupling products in high yields. Similarly. mesylates 9-11 coupled with these berates 4 efficiently. Copyright (C) 1996 Elsevier Science Ltd

引用

收藏

页码：8531 / 8534

页数：4

相关论文

共 28 条

[11] SYNTHESIS OF DIARYLIC COMPOUNDS BY PALLADIUM CATALYZED REACTION OF AROMATIC TRIFLATES WITH BORONIC ACIDS [J].

HUTH, A ;

BEETZ, I ;

SCHUMANN, I .

TETRAHEDRON, 1989, 45 (21) :6679-6682

[12]

Knight D.W., 1991, COMPREHENSIVE ORGANI, V3, P481

[13] NICKEL-CATALYZED SUBSTITUTION-REACTIONS OF ALLYLIC CARBONATES WITH ARYL-BORATES AND ALKENYL-BORATES [J].

KOBAYASHI, Y ;

IKEDA, E .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (15) :1789-1790

[14] Nickel-catalyzed coupling reaction of 1,3-disubstituted secondary allylic carbonates and lithium aryl- and alkenylborates [J].

Kobayashi, Y ;

Mizojiri, R ;

Ikeda, E .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (16) :5391-5399

[15] ARYL COUPLINGS WITH HETEROGENEOUS PALLADIUM CATALYSTS [J].

MARCK, G ;

VILLIGER, A ;

BUCHECKER, R .

TETRAHEDRON LETTERS, 1994, 35 (20) :3277-3280

[16]

MILLER RB, 1984, J ORG CHEM, V49, P5237

[17] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].

MIYAURA, N ;

SUZUKI, A .

CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483

[18] THE PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF PHENYLBORONIC ACID WITH HALOARENES IN THE PRESENCE OF BASES [J].

MIYAURA, N ;

YANAGI, T ;

SUZUKI, A .

SYNTHETIC COMMUNICATIONS, 1981, 11 (07) :513-519

[19] PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF ORGANOBORON COMPOUNDS WITH ORGANIC TRIFLATES [J].

OHE, T ;

MIYAURA, N ;

SUZUKI, A .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (08) :2201-2208

[20] PALLADIUM-CATALYZED ARYLATION OF FURAN, THIOPHENE, BENZO[B]FURAN AND BENZO[B]THIOPHENE [J].

OHTA, A ;

AKITA, Y ;

OHKUWA, T ;

CHIBA, M ;

FUKUNAGA, R ;

MIYAFUJI, A ;

NAKATA, T ;

TANI, N ;

AOYAGI, Y .

HETEROCYCLES, 1990, 31 (11) :1951-1958