Palladium-Catalyzed Hydride Addition/C-H Bond Activation Cascade: Cycloisomerization of 1,6-Diynes

被引：13

作者：

Rodriguez, Jose F. ^{[1
]}

Burton, Katherine I. ^{[1
]}

Franzoni, Ivan ^{[1
,2
]}

Petrone, David A. ^{[1
,3
]}

Scheipers, Ina ^{[1
,4
]}

Lautens, Mark ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Davenport Res Labs, 80 St George St, Toronto, ON M5S 3H6, Canada

[2] NuChem Therapeut, 6100 Royalmount Ave, Montreal, PQ H4P 2R2, Canada

[3] Swiss Fed Inst Technol, Vladimir Prelog Weg 3,HC1, CH-8093 Zurich, Switzerland

[4] Westfalische Wilhelms Univ, Inst Organ Chem, Corrensstr 40, D-48149 Munster, Germany

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 21期

基金：

加拿大自然科学与工程研究理事会;

关键词：

C6; GLIOMA-CELLS; ORGANIC SEMICONDUCTORS; MOLECULAR MOTORS; C(SP(3))-H BONDS; ALKYNES; HYDROAMINOCARBONYLATION; ALKENES; HALIDES; FUNCTIONALIZATION; AZAFLUORENONE;

D O I：

10.1021/acs.orglett.8b03057

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of ammonium halide salts as metal hydride precursors in a new Pd-catalyzed cycloisomerization of 1,6-diynes, which affords unexplored silylated 2-azafluorenes, is reported. This cascade process includes the addition of a Pd-hydride species to a pi-system, intramolecular carbopalladation, and C(sp(2))-H bond activation. A variety of functional groups are tolerated, and the synthetic utility of the resulting products has been demonstrated by a series of derivatizations.

引用

页码：6915 / 6919

页数：5

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