A one-pot route to thioamides discovered by gas-phase studies: palladium-mediated CO2 extrusion followed by insertion of isothiocyanates

Asif Noor; Jiawei Li; George N. Khairallah; Zhen Li; Hossein Ghari; Allan J. Canty; Alireza Ariafard; Paul S. Donnelly; Richard A.J. O'Hair

doi:10.1039/c7cc00865a

A one-pot route to thioamides discovered by gas-phase studies: palladium-mediated CO₂ extrusion followed by insertion of isothiocyanates

Asif Noor, Jiawei Li, George N. Khairallah, Zhen Li, Hossein Ghari, Allan J. Canty, Alireza Ariafard^*, Paul S. Donnelly, Richard A.J. O'Hair

^*Corresponding author for this work

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

22 Citations (Scopus)

Abstract

A new palladium mediated “one pot” synthesis of thioamides from aromatic carboxylic acids (ArCO₂H + RNCS → ArC(S)NHR + CO₂) was discovered by gas-phase experiments and theoretical studies. Palladium-mediated decarboxylation of aromatic carboxylic acids followed by addition of substituted isothiocyanates leads to the corresponding thioamide derivatives.

Original language	English
Pages (from-to)	3854-3857
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	27
DOIs	https://doi.org/10.1039/c7cc00865a
Publication status	Published - 2017
Externally published	Yes

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10.1039/c7cc00865a

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title = "A one-pot route to thioamides discovered by gas-phase studies: palladium-mediated CO2 extrusion followed by insertion of isothiocyanates",

abstract = "A new palladium mediated “one pot” synthesis of thioamides from aromatic carboxylic acids (ArCO2H + RNCS → ArC(S)NHR + CO2) was discovered by gas-phase experiments and theoretical studies. Palladium-mediated decarboxylation of aromatic carboxylic acids followed by addition of substituted isothiocyanates leads to the corresponding thioamide derivatives.",

author = "Asif Noor and Jiawei Li and Khairallah, {George N.} and Zhen Li and Hossein Ghari and Canty, {Allan J.} and Alireza Ariafard and Donnelly, {Paul S.} and O'Hair, {Richard A.J.}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2017",

doi = "10.1039/c7cc00865a",

language = "English",

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pages = "3854--3857",

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T1 - A one-pot route to thioamides discovered by gas-phase studies

T2 - palladium-mediated CO2 extrusion followed by insertion of isothiocyanates

AU - Noor, Asif

AU - Li, Jiawei

AU - Khairallah, George N.

AU - Li, Zhen

AU - Ghari, Hossein

AU - Canty, Allan J.

AU - Ariafard, Alireza

AU - Donnelly, Paul S.

AU - O'Hair, Richard A.J.

PY - 2017

Y1 - 2017

N2 - A new palladium mediated “one pot” synthesis of thioamides from aromatic carboxylic acids (ArCO2H + RNCS → ArC(S)NHR + CO2) was discovered by gas-phase experiments and theoretical studies. Palladium-mediated decarboxylation of aromatic carboxylic acids followed by addition of substituted isothiocyanates leads to the corresponding thioamide derivatives.

AB - A new palladium mediated “one pot” synthesis of thioamides from aromatic carboxylic acids (ArCO2H + RNCS → ArC(S)NHR + CO2) was discovered by gas-phase experiments and theoretical studies. Palladium-mediated decarboxylation of aromatic carboxylic acids followed by addition of substituted isothiocyanates leads to the corresponding thioamide derivatives.

UR - http://www.scopus.com/inward/record.url?scp=85016478662&partnerID=8YFLogxK

U2 - 10.1039/c7cc00865a

DO - 10.1039/c7cc00865a

M3 - Article

C2 - 28317056

AN - SCOPUS:85016478662

SN - 1359-7345

VL - 53

SP - 3854

EP - 3857

JO - Chemical Communications

JF - Chemical Communications

IS - 27

ER -

A one-pot route to thioamides discovered by gas-phase studies: palladium-mediated CO₂ extrusion followed by insertion of isothiocyanates

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