Nickel-catalysed direct α-olefination of alkyl substituted N-heteroarenes with alcohols

Jagadish Das; Mari Vellakkaran; Debasis Banerjee

doi:10.1039/c9cc03591e

Nickel-catalysed direct α-olefination of alkyl substituted N-heteroarenes with alcohols

Jagadish Das, Mari Vellakkaran, Debasis Banerjee^*

^*Corresponding author for this work

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

Abstract

Catalytic α-olefination of alkylheteroarenes with primary alcohols via dehydrogenative coupling is presented. A simple nickel catalyst system stabilised by readily available nitrogen ligands enables a series of interesting E-configured vinylarenes (confirmed by X-ray crystal-structure analysis) to be synthesised in good to excellent yields with olefin/alkane selectivity of >20:1. Hydrogen and water are generated as byproducts and quantitative determination of H₂ was performed.

Original language	English
Pages (from-to)	7530-7533
Number of pages	4
Journal	Chemical Communications
Volume	55
Issue number	52
DOIs	https://doi.org/10.1039/c9cc03591e
State	Published - 2019
Externally published	Yes

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abstract = "Catalytic α-olefination of alkylheteroarenes with primary alcohols via dehydrogenative coupling is presented. A simple nickel catalyst system stabilised by readily available nitrogen ligands enables a series of interesting E-configured vinylarenes (confirmed by X-ray crystal-structure analysis) to be synthesised in good to excellent yields with olefin/alkane selectivity of >20:1. Hydrogen and water are generated as byproducts and quantitative determination of H2 was performed.",

author = "Jagadish Das and Mari Vellakkaran and Debasis Banerjee",

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year = "2019",

doi = "10.1039/c9cc03591e",

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AU - Vellakkaran, Mari

AU - Banerjee, Debasis

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PY - 2019

Y1 - 2019

N2 - Catalytic α-olefination of alkylheteroarenes with primary alcohols via dehydrogenative coupling is presented. A simple nickel catalyst system stabilised by readily available nitrogen ligands enables a series of interesting E-configured vinylarenes (confirmed by X-ray crystal-structure analysis) to be synthesised in good to excellent yields with olefin/alkane selectivity of >20:1. Hydrogen and water are generated as byproducts and quantitative determination of H2 was performed.

AB - Catalytic α-olefination of alkylheteroarenes with primary alcohols via dehydrogenative coupling is presented. A simple nickel catalyst system stabilised by readily available nitrogen ligands enables a series of interesting E-configured vinylarenes (confirmed by X-ray crystal-structure analysis) to be synthesised in good to excellent yields with olefin/alkane selectivity of >20:1. Hydrogen and water are generated as byproducts and quantitative determination of H2 was performed.

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Nickel-catalysed direct α-olefination of alkyl substituted N-heteroarenes with alcohols

Abstract

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