Title : ( Palladium Catalyzed, Multicomponent Synthesis of Fused-Ring Pyrroles from Aryl Iodides, Carbon Monoxide, and Alkyne-Tethered Imines )
Authors: Neda Firoozi , G. M. Torres , B. A. Arndtsen ,
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Abstract
A palladium-catalyzed multicomponent route topolycyclic pyrroles is described. Pd(PtBu3)2was found tocatalyze the coupling of (hetero)aryl iodides, two equivalentsof carbon monoxide and alkyne-tethered imines into 1,3-dipoles (Münchnones), which undergo spontaneous, intra-molecular 1,3-dipolar cycloaddition to form polycyclicpyrroles. The systematic variation of the alkyne, tethered-imine, or aryl iodide can allow the buildup of a range of pyrrolederivatives, where any of the substituents can be independentlyvaried. In addition, the same palladium catalyst can beemployed in an initial Sonogashira-type coupling with aryl iodides, which upon the addition of CO can allow the noveltandem catalytic,five component synthesis of diversely substituted products.
Keywords
, substituted, Multicomponent Synthesis
@article{paperid:1068405,
author = {Firoozi, Neda and and },
title = {Palladium Catalyzed, Multicomponent Synthesis of Fused-Ring Pyrroles from Aryl Iodides, Carbon Monoxide, and Alkyne-Tethered Imines},
journal = {Journal of Organic Chemistry},
year = {2016},
volume = {81},
number = {22},
month = {October},
issn = {0022-3263},
pages = {11145--11152},
numpages = {7},
keywords = {substituted; Multicomponent Synthesis},
}
%0 Journal Article
%T Palladium Catalyzed, Multicomponent Synthesis of Fused-Ring Pyrroles from Aryl Iodides, Carbon Monoxide, and Alkyne-Tethered Imines
%A Firoozi, Neda
%A
%A
%J Journal of Organic Chemistry
%@ 0022-3263
%D 2016
