Regioselective Cobalt-Catalyzed Formation of Bicyclic 3-and 4-Aminopyridines

被引：68

作者：

Garcia, Pierre ^{[1
]}

Evanno, Yannick ^{[2
]}

George, Pascal ^{[2
]}

Sevrin, Mireille ^{[2
]}

Ricci, Gino ^{[3
]}

Malacria, Max ^{[1
]}

Aubert, Corinne ^{[1
]}

Gandon, Vincent ^{[1
]}

机构：

[1] Univ Paris 06, IPCM 7201, F-75252 Paris 05, France

[2] Sanofi Aventis, F-04200 Sisteron, France

[3] Sanofi Aventis Rech & Dev, F-91385 Chilly Mazarin, France

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 08期

关键词：

DIELS-ALDER REACTIONS; RHODIUM(I)-CATALYZED 2+2+2 CYCLOADDITIONS; ASYMMETRIC-SYNTHESIS; REACTION-MECHANISM; ORGANIC-SYNTHESIS; ALKYNYL BROMIDES; YNAMIDES; PYRIDINE; NITRILES; COBALTACYCLOPENTADIENE;

D O I：

10.1021/ol200417p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bimolecular cobalt-catalyzed [2 + 2 + 2] cycloadditions between yne-ynamides and nitriles afford bicyclic 3- or 4-aminopyridines in up to 100% yield. The high regioselectivity observed depends on the substitution pattern at the starting ynamide. Aminopyridines bearing TMS and Ts groups are efficiently deprotected in an orthogonal fashion.

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页码：2030 / 2033

页数：4

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