A Two-step Anodic Thiocyanation of Alkenes in Formic Acid

Anna Gitkis; James Y. Becker

doi:10.1002/elan.201600197

A Two-step Anodic Thiocyanation of Alkenes in Formic Acid

Anna Gitkis, James Y. Becker

Department of Chemistry

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

7 Scopus citations

Abstract

Initial formation of thiocyanogen [(SCN)₂] by controlled potential anodic oxidation of NH₄SCN in formic acid-LiClO₄ followed by addition of alkene as a second step, has been investigated for eight alkene derivatives. The results indicate that major products from most of the alkenes studied are addition products involving thiocyanate and formate groups. Also minor products of addition of isothiocyanate and thiocyanate groups, and allylic thiocyanates as substitution derivatives, were formed.

Original language	English
Pages (from-to)	2802-2807
Number of pages	6
Journal	Electroanalysis
Volume	28
Issue number	11
DOIs	https://doi.org/10.1002/elan.201600197
State	Published - 1 Nov 2016

Keywords

Anodic addition to alkenes
Formate
Thiocyanate

ASJC Scopus subject areas

Analytical Chemistry
Electrochemistry

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10.1002/elan.201600197

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abstract = "Initial formation of thiocyanogen [(SCN)2] by controlled potential anodic oxidation of NH4SCN in formic acid-LiClO4 followed by addition of alkene as a second step, has been investigated for eight alkene derivatives. The results indicate that major products from most of the alkenes studied are addition products involving thiocyanate and formate groups. Also minor products of addition of isothiocyanate and thiocyanate groups, and allylic thiocyanates as substitution derivatives, were formed.",

keywords = "Anodic addition to alkenes, Formate, Thiocyanate",

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AU - Becker, James Y.

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N2 - Initial formation of thiocyanogen [(SCN)2] by controlled potential anodic oxidation of NH4SCN in formic acid-LiClO4 followed by addition of alkene as a second step, has been investigated for eight alkene derivatives. The results indicate that major products from most of the alkenes studied are addition products involving thiocyanate and formate groups. Also minor products of addition of isothiocyanate and thiocyanate groups, and allylic thiocyanates as substitution derivatives, were formed.

AB - Initial formation of thiocyanogen [(SCN)2] by controlled potential anodic oxidation of NH4SCN in formic acid-LiClO4 followed by addition of alkene as a second step, has been investigated for eight alkene derivatives. The results indicate that major products from most of the alkenes studied are addition products involving thiocyanate and formate groups. Also minor products of addition of isothiocyanate and thiocyanate groups, and allylic thiocyanates as substitution derivatives, were formed.

KW - Anodic addition to alkenes

KW - Formate

KW - Thiocyanate

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M3 - Article

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ER -

A Two-step Anodic Thiocyanation of Alkenes in Formic Acid

Abstract

Keywords

ASJC Scopus subject areas

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