Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy

Paul Tempest; Vu Ma; Samuel Thomas; Zheng Hua; Michael G. Kelly; Christopher Hulme

doi:10.1016/S0040-4039(01)00919-4

Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy

Paul Tempest, Vu Ma, Samuel Thomas, Zheng Hua, Michael G. Kelly, Christopher Hulme

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

97 Scopus citations

Abstract

The novel solution-phase synthesis of an array of biologically relevant benzimidazoles in a simple two-step procedure is revealed. Transformations are carried out in excellent yield by condensation of mono-Boc protected ortho-phenylene diamine and supporting Ugi reagents. Subsequent acid treatment and evaporation affords benzimidazoles in good to excellent yield. The described protocol represents a highly attractive solution-phase procedure for the rapid generation of benzimidazole libraries.

Original language	English (US)
Pages (from-to)	4959-4962
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	30
DOIs	https://doi.org/10.1016/S0040-4039(01)00919-4
State	Published - Jul 23 2001
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)00919-4

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title = "Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy",

abstract = "The novel solution-phase synthesis of an array of biologically relevant benzimidazoles in a simple two-step procedure is revealed. Transformations are carried out in excellent yield by condensation of mono-Boc protected ortho-phenylene diamine and supporting Ugi reagents. Subsequent acid treatment and evaporation affords benzimidazoles in good to excellent yield. The described protocol represents a highly attractive solution-phase procedure for the rapid generation of benzimidazole libraries.",

author = "Paul Tempest and Vu Ma and Samuel Thomas and Zheng Hua and Kelly, {Michael G.} and Christopher Hulme",

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T1 - Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy

AU - Tempest, Paul

AU - Ma, Vu

AU - Thomas, Samuel

AU - Hua, Zheng

AU - Kelly, Michael G.

AU - Hulme, Christopher

PY - 2001/7/23

Y1 - 2001/7/23

N2 - The novel solution-phase synthesis of an array of biologically relevant benzimidazoles in a simple two-step procedure is revealed. Transformations are carried out in excellent yield by condensation of mono-Boc protected ortho-phenylene diamine and supporting Ugi reagents. Subsequent acid treatment and evaporation affords benzimidazoles in good to excellent yield. The described protocol represents a highly attractive solution-phase procedure for the rapid generation of benzimidazole libraries.

AB - The novel solution-phase synthesis of an array of biologically relevant benzimidazoles in a simple two-step procedure is revealed. Transformations are carried out in excellent yield by condensation of mono-Boc protected ortho-phenylene diamine and supporting Ugi reagents. Subsequent acid treatment and evaporation affords benzimidazoles in good to excellent yield. The described protocol represents a highly attractive solution-phase procedure for the rapid generation of benzimidazole libraries.

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U2 - 10.1016/S0040-4039(01)00919-4

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

Two-step solution-phase synthesis of novel benzimidazoles utilizing a UDC (Ugi/de-Boc/cyclize) strategy

Abstract

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