Room temperature, copper-catalyzed amination of bromonaphthyridines with aqueous ammonia

Cyrus A. Anderson; Phillip G. Taylor; Mary A. Zeller; Steven C. Zimmerman

doi:10.1021/jo100476x

Room temperature, copper-catalyzed amination of bromonaphthyridines with aqueous ammonia

Cyrus A. Anderson
, Phillip G. Taylor
, Mary A. Zeller
, Steven C. Zimmerman

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

30 Scopus citations

Abstract

(Figure Presented) Room temperature, copper-catalyzed amination of amido-bromo-1,8-naphthyridines is reported. Use of Cu₂O and aqueous ammonia at ambient temperature affords amination products in 10-87% yield. Bromonaphthyridines are prepared in 15-65% yield via treatment of amidonaphthyridinones with phosphorus tribromide. This methodology provides an alternative route to functional, nonsymmetric 2,7-diamido-1,8-naphthyridines.

Original language	English
Pages (from-to)	4848-4851
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	75
Issue number	14
DOIs	https://doi.org/10.1021/jo100476x
State	Published - 16 Jul 2010
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo100476x

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@article{f29449c68f874af8976fa34aae20aff6,

title = "Room temperature, copper-catalyzed amination of bromonaphthyridines with aqueous ammonia",

abstract = "(Figure Presented) Room temperature, copper-catalyzed amination of amido-bromo-1,8-naphthyridines is reported. Use of Cu2O and aqueous ammonia at ambient temperature affords amination products in 10-87\% yield. Bromonaphthyridines are prepared in 15-65\% yield via treatment of amidonaphthyridinones with phosphorus tribromide. This methodology provides an alternative route to functional, nonsymmetric 2,7-diamido-1,8-naphthyridines.",

author = "Anderson, \{Cyrus A.\} and Taylor, \{Phillip G.\} and Zeller, \{Mary A.\} and Zimmerman, \{Steven C.\}",

year = "2010",

month = jul,

day = "16",

doi = "10.1021/jo100476x",

language = "English",

volume = "75",

pages = "4848--4851",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "14",

}

TY - JOUR

T1 - Room temperature, copper-catalyzed amination of bromonaphthyridines with aqueous ammonia

AU - Anderson, Cyrus A.

AU - Taylor, Phillip G.

AU - Zeller, Mary A.

AU - Zimmerman, Steven C.

PY - 2010/7/16

Y1 - 2010/7/16

N2 - (Figure Presented) Room temperature, copper-catalyzed amination of amido-bromo-1,8-naphthyridines is reported. Use of Cu2O and aqueous ammonia at ambient temperature affords amination products in 10-87% yield. Bromonaphthyridines are prepared in 15-65% yield via treatment of amidonaphthyridinones with phosphorus tribromide. This methodology provides an alternative route to functional, nonsymmetric 2,7-diamido-1,8-naphthyridines.

AB - (Figure Presented) Room temperature, copper-catalyzed amination of amido-bromo-1,8-naphthyridines is reported. Use of Cu2O and aqueous ammonia at ambient temperature affords amination products in 10-87% yield. Bromonaphthyridines are prepared in 15-65% yield via treatment of amidonaphthyridinones with phosphorus tribromide. This methodology provides an alternative route to functional, nonsymmetric 2,7-diamido-1,8-naphthyridines.

UR - https://www.scopus.com/pages/publications/77954561662

U2 - 10.1021/jo100476x

DO - 10.1021/jo100476x

M3 - Article

AN - SCOPUS:77954561662

SN - 0022-3263

VL - 75

SP - 4848

EP - 4851

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 14

ER -

Room temperature, copper-catalyzed amination of bromonaphthyridines with aqueous ammonia

Abstract

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