Preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via phosphorus oxychloride-mediated cyclization of aminoureas

Rebecca E. Deasy; Catherine N. Slattery; Anita R. Maguire; Douglas P. Kjell; Mai Khanh N. Hawk; Jung Min Joo; Rui Lin Gu; Humphrey Moynihan

doi:10.1021/jo500360k

Preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via phosphorus oxychloride-mediated cyclization of aminoureas

Rebecca E. Deasy
, Catherine N. Slattery
, Anita R. Maguire
, Douglas P. Kjell
, Mai Khanh N. Hawk
, Jung Min Joo
, Rui Lin Gu
, Humphrey Moynihan

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

Abstract

The novel preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via the cyclization of (2-aminopyridin-3-yl)urea and (2-aminophenyl)urea substrates in the presence of phosphorus oxychloride is described. This methodology is demonstrated for a range of urea substrates with aminoimidazole products obtained in good yields and with excellent levels of purity.

Original language	English
Pages (from-to)	3688-3695
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	79
Issue number	8
DOIs	https://doi.org/10.1021/jo500360k
Publication status	Published - 18 Apr 2014

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title = "Preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via phosphorus oxychloride-mediated cyclization of aminoureas",

abstract = "The novel preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via the cyclization of (2-aminopyridin-3-yl)urea and (2-aminophenyl)urea substrates in the presence of phosphorus oxychloride is described. This methodology is demonstrated for a range of urea substrates with aminoimidazole products obtained in good yields and with excellent levels of purity.",

author = "Deasy, \{Rebecca E.\} and Slattery, \{Catherine N.\} and Maguire, \{Anita R.\} and Kjell, \{Douglas P.\} and Hawk, \{Mai Khanh N.\} and Joo, \{Jung Min\} and Gu, \{Rui Lin\} and Humphrey Moynihan",

year = "2014",

month = apr,

day = "18",

doi = "10.1021/jo500360k",

language = "English",

volume = "79",

pages = "3688--3695",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - Preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via phosphorus oxychloride-mediated cyclization of aminoureas

AU - Deasy, Rebecca E.

AU - Slattery, Catherine N.

AU - Maguire, Anita R.

AU - Kjell, Douglas P.

AU - Hawk, Mai Khanh N.

AU - Joo, Jung Min

AU - Gu, Rui Lin

AU - Moynihan, Humphrey

PY - 2014/4/18

Y1 - 2014/4/18

N2 - The novel preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via the cyclization of (2-aminopyridin-3-yl)urea and (2-aminophenyl)urea substrates in the presence of phosphorus oxychloride is described. This methodology is demonstrated for a range of urea substrates with aminoimidazole products obtained in good yields and with excellent levels of purity.

AB - The novel preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via the cyclization of (2-aminopyridin-3-yl)urea and (2-aminophenyl)urea substrates in the presence of phosphorus oxychloride is described. This methodology is demonstrated for a range of urea substrates with aminoimidazole products obtained in good yields and with excellent levels of purity.

UR - https://www.scopus.com/pages/publications/84898988804

U2 - 10.1021/jo500360k

DO - 10.1021/jo500360k

M3 - Article

C2 - 24641629

AN - SCOPUS:84898988804

SN - 0022-3263

VL - 79

SP - 3688

EP - 3695

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 8

ER -

Preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via phosphorus oxychloride-mediated cyclization of aminoureas

Abstract

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