Copper-catalyzed aminohalogenation using the 2-NsNCl2/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates

Guigen Li; Han Xun Wei; Sun Hee Kim

doi:10.1021/ol000120b

Copper-catalyzed aminohalogenation using the 2-NsNCl₂/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates

Guigen Li, Han Xun Wei, Sun Hee Kim

Chemistry and Biochemistry

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

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Abstract

(equation presented) New regio- and stereoselective aminohalogenation of cinnamic esters has been developed using the combination of 2-NsNCl₂/2-NsNHNa as the nitrogen and chlorine sources and copper(I) triflate as the catalyst. The new procedure provides an efficient synthesis of anti-alkyl 3-chloro2-(o-nitrobenzenesulfonamido)-3-phenylpropionate derivatives. Nine examples are presented with good yields (62-82%) and stereoselectivity ((5:1)-(30:1)).

Original language	English
Pages (from-to)	2249-2252
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	15
DOIs	https://doi.org/10.1021/ol000120b
State	Published - Jul 27 2000

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@article{91fad3d6554647dcb7515826ffc73d34,

title = "Copper-catalyzed aminohalogenation using the 2-NsNCl2/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates",

abstract = "(equation presented) New regio- and stereoselective aminohalogenation of cinnamic esters has been developed using the combination of 2-NsNCl2/2-NsNHNa as the nitrogen and chlorine sources and copper(I) triflate as the catalyst. The new procedure provides an efficient synthesis of anti-alkyl 3-chloro2-(o-nitrobenzenesulfonamido)-3-phenylpropionate derivatives. Nine examples are presented with good yields (62-82%) and stereoselectivity ((5:1)-(30:1)).",

author = "Guigen Li and Wei, {Han Xun} and Kim, {Sun Hee}",

year = "2000",

month = jul,

day = "27",

doi = "10.1021/ol000120b",

language = "English",

volume = "2",

pages = "2249--2252",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society (ACS)",

number = "15",

}

Copper-catalyzed aminohalogenation using the 2-NsNCl₂/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates. / Li, Guigen; Wei, Han Xun; Kim, Sun Hee.
In: Organic Letters, Vol. 2, No. 15, 27.07.2000, p. 2249-2252.

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

TY - JOUR

T1 - Copper-catalyzed aminohalogenation using the 2-NsNCl2/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates

AU - Li, Guigen

AU - Wei, Han Xun

AU - Kim, Sun Hee

PY - 2000/7/27

Y1 - 2000/7/27

N2 - (equation presented) New regio- and stereoselective aminohalogenation of cinnamic esters has been developed using the combination of 2-NsNCl2/2-NsNHNa as the nitrogen and chlorine sources and copper(I) triflate as the catalyst. The new procedure provides an efficient synthesis of anti-alkyl 3-chloro2-(o-nitrobenzenesulfonamido)-3-phenylpropionate derivatives. Nine examples are presented with good yields (62-82%) and stereoselectivity ((5:1)-(30:1)).

AB - (equation presented) New regio- and stereoselective aminohalogenation of cinnamic esters has been developed using the combination of 2-NsNCl2/2-NsNHNa as the nitrogen and chlorine sources and copper(I) triflate as the catalyst. The new procedure provides an efficient synthesis of anti-alkyl 3-chloro2-(o-nitrobenzenesulfonamido)-3-phenylpropionate derivatives. Nine examples are presented with good yields (62-82%) and stereoselectivity ((5:1)-(30:1)).

UR - http://www.scopus.com/inward/record.url?scp=0034720957&partnerID=8YFLogxK

U2 - 10.1021/ol000120b

DO - 10.1021/ol000120b

M3 - Article

C2 - 10930255

AN - SCOPUS:0034720957

SN - 1523-7060

VL - 2

SP - 2249

EP - 2252

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Copper-catalyzed aminohalogenation using the 2-NsNCl₂/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates

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