Transition metal-catalyzed regio- and stereoselective aminobromination of olefins with TsNH2 and NBS as nitrogen and bromine sources

Vinay V. Thakur; Siva Kumar Talluri; A. Sudalai

doi:10.1021/ol027530f

Transition metal-catalyzed regio- and stereoselective aminobromination of olefins with TsNH₂ and NBS as nitrogen and bromine sources

Vinay V. Thakur, Siva Kumar Talluri, A. Sudalai

Chemistry (Twin Cities)

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

132 Scopus citations

Abstract

(Matrix presented) A new synthetic procedure for aminohalogenation of olefins has been developed for the preparation of vicinal haloamine derivatives in high yields by using Cu, Mn, or V catalysts with p-toluenesulfonamide (TsNH₂) and N-bromosuccinimide (NBS) as nitrogen and bromine sources, respectively. Unprecedented regio- and stereoselectivity (anti:syn > 99:1) toward the aminohalogenation process is shown for olefinic substrates as well as transition metal catalysts.

Original language	English (US)
Pages (from-to)	861-864
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	6
DOIs	https://doi.org/10.1021/ol027530f
State	Published - Mar 20 2003

Publisher link

10.1021/ol027530f

Find It

Find It at U of M Libraries

Cite this

@article{0166ab193bc54be694b47b73c2910ec6,

title = "Transition metal-catalyzed regio- and stereoselective aminobromination of olefins with TsNH2 and NBS as nitrogen and bromine sources",

abstract = "(Matrix presented) A new synthetic procedure for aminohalogenation of olefins has been developed for the preparation of vicinal haloamine derivatives in high yields by using Cu, Mn, or V catalysts with p-toluenesulfonamide (TsNH2) and N-bromosuccinimide (NBS) as nitrogen and bromine sources, respectively. Unprecedented regio- and stereoselectivity (anti:syn > 99:1) toward the aminohalogenation process is shown for olefinic substrates as well as transition metal catalysts.",

author = "Thakur, {Vinay V.} and Talluri, {Siva Kumar} and A. Sudalai",

year = "2003",

month = mar,

day = "20",

doi = "10.1021/ol027530f",

language = "English (US)",

volume = "5",

pages = "861--864",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "6",

}

TY - JOUR

T1 - Transition metal-catalyzed regio- and stereoselective aminobromination of olefins with TsNH2 and NBS as nitrogen and bromine sources

AU - Thakur, Vinay V.

AU - Talluri, Siva Kumar

AU - Sudalai, A.

PY - 2003/3/20

Y1 - 2003/3/20

N2 - (Matrix presented) A new synthetic procedure for aminohalogenation of olefins has been developed for the preparation of vicinal haloamine derivatives in high yields by using Cu, Mn, or V catalysts with p-toluenesulfonamide (TsNH2) and N-bromosuccinimide (NBS) as nitrogen and bromine sources, respectively. Unprecedented regio- and stereoselectivity (anti:syn > 99:1) toward the aminohalogenation process is shown for olefinic substrates as well as transition metal catalysts.

AB - (Matrix presented) A new synthetic procedure for aminohalogenation of olefins has been developed for the preparation of vicinal haloamine derivatives in high yields by using Cu, Mn, or V catalysts with p-toluenesulfonamide (TsNH2) and N-bromosuccinimide (NBS) as nitrogen and bromine sources, respectively. Unprecedented regio- and stereoselectivity (anti:syn > 99:1) toward the aminohalogenation process is shown for olefinic substrates as well as transition metal catalysts.

UR - http://www.scopus.com/inward/record.url?scp=0141739359&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0141739359&partnerID=8YFLogxK

U2 - 10.1021/ol027530f

DO - 10.1021/ol027530f

M3 - Article

C2 - 12633091

AN - SCOPUS:0141739359

SN - 1523-7060

VL - 5

SP - 861

EP - 864

JO - Organic Letters

JF - Organic Letters

IS - 6

ER -

Transition metal-catalyzed regio- and stereoselective aminobromination of olefins with TsNH₂ and NBS as nitrogen and bromine sources

Abstract

Publisher link

Find It

Other files and links

Fingerprint

Cite this