Palladium-catalyzed regioselective arylation of imidazo[1,2-a]pyrimidine

被引：119

作者：

Li, WJ ^{[1
]}

Nelson, DP ^{[1
]}

Jensen, MS ^{[1
]}

Hoerrner, RS ^{[1
]}

Javadi, GJ ^{[1
]}

Cai, D ^{[1
]}

Larsen, RD ^{[1
]}

机构：

[1] Merck Res Labs, Proc Res Dept, Rahway, NJ 07065 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 25期

关键词：

D O I：

10.1021/ol035878k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Imidazo[1,2-a]pyrimidine can be arylated at the 3-position with aryl bromides in the presence of base and a catalytic amount of palladium. This provides an efficient one-step synthesis of 3-arylimidazo[1,2-a]pyrimidines from the unsubstituted heterocycle.

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页码：4835 / 4837

页数：3

相关论文

共 15 条

[1]

AOYAGI Y, 1992, HETEROCYCLES, V33, P257

[2] Reactivity of 3-iodoimidazo[1,2-a]pyridines using a Suzuki-type cross-coupling reaction [J].

Enguehard, C ;

Renou, JL ;

Collot, V ;

Hervet, M ;

Rault, S ;

Gueiffier, A .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (20) :6572-6575

[3] Regioselective palladium-catalyzed arylation of 3-carboalkoxy furan and thiophene [J].

Glover, B ;

Harvey, KA ;

Liu, B ;

Sharp, MJ ;

Tymoschenko, MF .

ORGANIC LETTERS, 2003, 5 (03) :301-304

[4] REACTIVITY OF PHENYLLITHIUM TOWARD BRIDGEHEAD NITROGEN-HETEROCYCLES [J].

GUEIFFIER, A ;

VIOLS, H ;

BLACHE, Y ;

CHAVIGNON, O ;

TEULADE, JC ;

AUMELAS, A ;

CHAPAT, JP .

HETEROCYCLES, 1994, 38 (03) :551-557

[5]

Katritzky A.R., 1996, COMPREHENSIVE HETERO, V8

[6]

Katritzky AR, 1984, COMPREHENSIVE HETERO, V5

[7] N-2,3-ETHENO-2'-DEOXYGUANOSINE [8,9-DIHYDRO-9-OXO-2'-DEOXY-3-BETA-D-RIBOFURANOSYLIMIDAZO[2,1-B]PURINE] - A PRACTICAL SYNTHESIS AND CHARACTERIZATION [J].

KHAZANCHI, R ;

YU, PL ;

JOHNSON, F .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (09) :2552-2556

[8] Polymer support assisted selective functionalization of azoles using a palladium-catalyzed coupling reaction [J].

Kondo, Y ;

Komine, T ;

Sakamoto, T .

ORGANIC LETTERS, 2000, 2 (20) :3111-3113

[9] Regioselective palladium-catalyzed arylation of 2-furaldehyde [J].

McClure, MS ;

Glover, B ;

McSorley, E ;

Millar, A ;

Osterhout, MH ;

Roschangar, F .

ORGANIC LETTERS, 2001, 3 (11) :1677-1680

[10]

MIURA M, 2002, TOPICS CURRENT CHEM, V219