A Cycloisomerization/Friedel-Crafts Alkylation Strategy for the Synthesis of Pyrano[3,4-b]indoles

被引：17

作者：

Medeiros, Matthew R. ^{[1
]}

Schaus, Scott E. ^{[1
]}

Porco, John A., Jr. ^{[1
]}

机构：

[1] Boston Univ, Dept Chem, Ctr Chem Methodol & Lib Dev, Boston, MA 02215 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 15期

关键词：

INDOLES; DERIVATIVES; POLYMERASE; INHIBITORS; CHEMISTRY; ACIDS; REARRANGEMENT; BENZOFURANS; DISCOVERY; CATALYSIS;

D O I：

10.1021/ol201532k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of pyrano[3,4-b]indoles is described. The reaction sequence involves Sonogashira coupling of dihydropyran propargyl ether scaffolds with iodoanilines to afford intermediate indoles. Lewis acid-catalyzed Ionization of the dihydropyrans, followed by intramolecular C3 alkylation of the indole, provides the title compounds.

引用

页码：4012 / 4015

页数：4

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