Organocopper-mediated two-component SN2’-substitution cascade towards N-fused heterocycles

D. Chernyak; V. Gevorgyan

Organocopper-mediated two-component S_N2’-substitution cascade towards N-fused heterocycles

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

Abstract

Organocuprates efficiently undergo reaction with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a “double duty” in this cascade transformation, which proceeds through an S_N2’-substitution followed by a consequent cycloisomerization step.

Original language	English (US)
Pages (from-to)	1516-1526
Number of pages	11
Journal	Chemistry of Heterocyclic Compounds
Volume	47
Issue number	12
State	Published - Mar 1 2012
Externally published	Yes

Keywords

Allenes
Cycloisomerization
Indolizines
Propargyl mesylates
Synthetic methods

ASJC Scopus subject areas

Organic Chemistry

Cite this

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title = "Organocopper-mediated two-component SN2{\textquoteright}-substitution cascade towards N-fused heterocycles",

abstract = "Organocuprates efficiently undergo reaction with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a “double duty” in this cascade transformation, which proceeds through an SN2{\textquoteright}-substitution followed by a consequent cycloisomerization step.",

keywords = "Allenes, Cycloisomerization, Indolizines, Propargyl mesylates, Synthetic methods",

author = "D. Chernyak and V. Gevorgyan",

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year = "2012",

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AU - Chernyak, D.

AU - Gevorgyan, V.

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PY - 2012/3/1

Y1 - 2012/3/1

N2 - Organocuprates efficiently undergo reaction with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a “double duty” in this cascade transformation, which proceeds through an SN2’-substitution followed by a consequent cycloisomerization step.

AB - Organocuprates efficiently undergo reaction with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a “double duty” in this cascade transformation, which proceeds through an SN2’-substitution followed by a consequent cycloisomerization step.

KW - Allenes

KW - Cycloisomerization

KW - Indolizines

KW - Propargyl mesylates

KW - Synthetic methods

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Organocopper-mediated two-component S_N2’-substitution cascade towards N-fused heterocycles

Abstract

Keywords

ASJC Scopus subject areas

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