Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles

Dmitri Chernyak; Surendra Babu Gadamsetty; Vladimir Gevorgyan

doi:10.1021/ol8008705

Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles

Dmitri Chernyak, Surendra Babu Gadamsetty, Vladimir Gevorgyan

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

96 Scopus citations

Abstract

(Chemical Equation Presented) Organocopper reagents smoothly react with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a "double duty" in this novel cascade transformation, which proceeds via an S_N2′ substitution followed by a subsequent cycloisomerization step.

Original language	English (US)
Pages (from-to)	2307-2310
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	11
DOIs	https://doi.org/10.1021/ol8008705
State	Published - Jun 5 2008
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol8008705

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title = "Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles",

abstract = "(Chemical Equation Presented) Organocopper reagents smoothly react with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a {"}double duty{"} in this novel cascade transformation, which proceeds via an SN2′ substitution followed by a subsequent cycloisomerization step.",

author = "Dmitri Chernyak and Gadamsetty, {Surendra Babu} and Vladimir Gevorgyan",

year = "2008",

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language = "English (US)",

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journal = "Organic Letters",

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T1 - Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles

AU - Chernyak, Dmitri

AU - Gadamsetty, Surendra Babu

AU - Gevorgyan, Vladimir

PY - 2008/6/5

Y1 - 2008/6/5

N2 - (Chemical Equation Presented) Organocopper reagents smoothly react with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a "double duty" in this novel cascade transformation, which proceeds via an SN2′ substitution followed by a subsequent cycloisomerization step.

AB - (Chemical Equation Presented) Organocopper reagents smoothly react with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a "double duty" in this novel cascade transformation, which proceeds via an SN2′ substitution followed by a subsequent cycloisomerization step.

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JO - Organic Letters

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Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles

Abstract

ASJC Scopus subject areas

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