Monoligated Pd(0)-catalyzed intramolecular ortho- and para-arylation of phenols for the synthesis of aporphine alkaloids. Synthesis of (-)-lirinine

被引：30

作者：

Hellal, Malik

Singh, Shambhavi

Cuny, Gregory D. ^{[1
]}

机构：

[1] Brigham & Womens Hosp, Lab Drug Discovery Neurodegenerat, Harvard NeuroDiscovery Ctr, Cambridge, MA 02139 USA

来源：

TETRAHEDRON | 2012年 / 68卷 / 06期

关键词：

Aporphines; Alkaloids; Catalysis; Palladium; Phenol; PICTET-SPENGLER; ARYL HALIDES; DERIVATIVES; CYCLIZATION; NAPHTHOLS; SRN1;

D O I：

10.1016/j.tet.2011.12.022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An intramolecular palladium(0)-mediated ortho-arylation of phenols applied to the synthesis of various substituted aporphines is reported. Most significantly, the efficiency of the transformation was enhanced by the use of monoligated Pd(0) complexes. This methodology was extended to para-arylation of phenols and employed in the synthesis of the aporphine alkaloid (-)-Iirinine. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：1674 / 1681

页数：8

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