Direct access to heterocyclic scaffolds by new multicomponent Ugi-Smiles couplings

Laurent El Kaim; Marie Gizolme; Laurence Grimaud; Julie Oble

doi:10.1021/ol061605o

Direct access to heterocyclic scaffolds by new multicomponent Ugi-Smiles couplings

Laurent El Kaim
, Marie Gizolme
, Laurence Grimaud
, Julie Oble

Unité Chimie et Procédés

Research output: Contribution to journal › Article › peer-review

90 Citations (Scopus)

Abstract

New heterocyclic scaffolds can be easily prepared by the coupling of heteroaromatic phenols (pyridines, pyrimidines) with carbonyl compounds, amines, and isocyanides. This transformation related to the Ugi reaction probably involves a Smiles rearrangement. The scope of this methodology is further extended by the successful use of heterocyclic thiols to form highly functionalized thioamides.

Original language	English
Pages (from-to)	4019-4021
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	18
DOIs	https://doi.org/10.1021/ol061605o
Publication status	Published - 31 Aug 2006
Externally published	Yes

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10.1021/ol061605o

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title = "Direct access to heterocyclic scaffolds by new multicomponent Ugi-Smiles couplings",

abstract = "New heterocyclic scaffolds can be easily prepared by the coupling of heteroaromatic phenols (pyridines, pyrimidines) with carbonyl compounds, amines, and isocyanides. This transformation related to the Ugi reaction probably involves a Smiles rearrangement. The scope of this methodology is further extended by the successful use of heterocyclic thiols to form highly functionalized thioamides.",

author = "\{El Kaim\}, Laurent and Marie Gizolme and Laurence Grimaud and Julie Oble",

year = "2006",

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AU - El Kaim, Laurent

AU - Gizolme, Marie

AU - Grimaud, Laurence

AU - Oble, Julie

PY - 2006/8/31

Y1 - 2006/8/31

N2 - New heterocyclic scaffolds can be easily prepared by the coupling of heteroaromatic phenols (pyridines, pyrimidines) with carbonyl compounds, amines, and isocyanides. This transformation related to the Ugi reaction probably involves a Smiles rearrangement. The scope of this methodology is further extended by the successful use of heterocyclic thiols to form highly functionalized thioamides.

AB - New heterocyclic scaffolds can be easily prepared by the coupling of heteroaromatic phenols (pyridines, pyrimidines) with carbonyl compounds, amines, and isocyanides. This transformation related to the Ugi reaction probably involves a Smiles rearrangement. The scope of this methodology is further extended by the successful use of heterocyclic thiols to form highly functionalized thioamides.

U2 - 10.1021/ol061605o

DO - 10.1021/ol061605o

M3 - Article

AN - SCOPUS:33748921576

SN - 1523-7060

VL - 8

SP - 4019

EP - 4021

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

Direct access to heterocyclic scaffolds by new multicomponent Ugi-Smiles couplings

Abstract

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