New benzothiazole and benzoxazole scaffolds from the Ugi-Smiles couplings of heterocyclic thiols

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

doi:10.1055/s-2007-968027

New benzothiazole and benzoxazole scaffolds from the Ugi-Smiles couplings of heterocyclic thiols

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

Unité Chimie et Procédés

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

27 Citations (Scopus)

Abstract

New four-component benzoxazole and benzothiazole scaffolds were obtained via an Ugi-Smiles coupling of 2-mercapto benzoxazole and 2-mercapto benzothiazole derivatives with isocyanides, aldehydes and primary amines. The 2-mercapto benzimidazoles tested were not reactive under similar conditions as well as the analogous 2-hydroxy benzoxazoles and 2-hydroxy benzothiazoles.

Original language	English
Pages (from-to)	465-469
Number of pages	5
Journal	Synlett
Issue number	3
DOIs	https://doi.org/10.1055/s-2007-968027
Publication status	Published - 15 Feb 2007
Externally published	Yes

Keywords

Benzothiazole
Benzoxazole
Multicomponent reaction
Thioamides

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10.1055/s-2007-968027

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title = "New benzothiazole and benzoxazole scaffolds from the Ugi-Smiles couplings of heterocyclic thiols",

abstract = "New four-component benzoxazole and benzothiazole scaffolds were obtained via an Ugi-Smiles coupling of 2-mercapto benzoxazole and 2-mercapto benzothiazole derivatives with isocyanides, aldehydes and primary amines. The 2-mercapto benzimidazoles tested were not reactive under similar conditions as well as the analogous 2-hydroxy benzoxazoles and 2-hydroxy benzothiazoles.",

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T1 - New benzothiazole and benzoxazole scaffolds from the Ugi-Smiles couplings of heterocyclic thiols

AU - El Kaim, Laurent

AU - Gizolme, Marie

AU - Grimaud, Laurence

AU - Oble, Julie

PY - 2007/2/15

Y1 - 2007/2/15

N2 - New four-component benzoxazole and benzothiazole scaffolds were obtained via an Ugi-Smiles coupling of 2-mercapto benzoxazole and 2-mercapto benzothiazole derivatives with isocyanides, aldehydes and primary amines. The 2-mercapto benzimidazoles tested were not reactive under similar conditions as well as the analogous 2-hydroxy benzoxazoles and 2-hydroxy benzothiazoles.

AB - New four-component benzoxazole and benzothiazole scaffolds were obtained via an Ugi-Smiles coupling of 2-mercapto benzoxazole and 2-mercapto benzothiazole derivatives with isocyanides, aldehydes and primary amines. The 2-mercapto benzimidazoles tested were not reactive under similar conditions as well as the analogous 2-hydroxy benzoxazoles and 2-hydroxy benzothiazoles.

KW - Benzothiazole

KW - Benzoxazole

KW - Multicomponent reaction

KW - Thioamides

U2 - 10.1055/s-2007-968027

DO - 10.1055/s-2007-968027

M3 - Article

AN - SCOPUS:33847362709

SN - 0936-5214

SP - 465

EP - 469

JO - Synlett

JF - Synlett

IS - 3

ER -

New benzothiazole and benzoxazole scaffolds from the Ugi-Smiles couplings of heterocyclic thiols

Abstract

Keywords

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