Inexpensive Radical Methylation and Related Alkylations of Heteroarenes

Qi Huang; Samir Z. Zard

doi:10.1021/acs.orglett.8b00190

Inexpensive Radical Methylation and Related Alkylations of Heteroarenes

Qi Huang
, Samir Z. Zard

Laboratoire de Synthèse Organique

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

A simple method for the introduction of a methyl and higher aliphatic group to various heteroarenes using very inexpensive reagents is described. It is based on the radical addition of a carboxylic xanthate followed by decarboxylation. Depending on the heteroarene structure, the decarboxylation can be spontaneous or induced by heating in N,N-dimethylacetamide or N-methyl pyrrolidone in a microwave oven.

langue originale	Anglais
Pages (de - à)	1413-1416
Nombre de pages	4
journal	Organic Letters
Volume	20
Numéro de publication	5
Les DOIs	https://doi.org/10.1021/acs.orglett.8b00190
état	Publié - 2 mars 2018
Modification externe	Oui

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10.1021/acs.orglett.8b00190

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title = "Inexpensive Radical Methylation and Related Alkylations of Heteroarenes",

abstract = "A simple method for the introduction of a methyl and higher aliphatic group to various heteroarenes using very inexpensive reagents is described. It is based on the radical addition of a carboxylic xanthate followed by decarboxylation. Depending on the heteroarene structure, the decarboxylation can be spontaneous or induced by heating in N,N-dimethylacetamide or N-methyl pyrrolidone in a microwave oven.",

author = "Qi Huang and Zard, \{Samir Z.\}",

note = "Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",

year = "2018",

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doi = "10.1021/acs.orglett.8b00190",

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AU - Zard, Samir Z.

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N2 - A simple method for the introduction of a methyl and higher aliphatic group to various heteroarenes using very inexpensive reagents is described. It is based on the radical addition of a carboxylic xanthate followed by decarboxylation. Depending on the heteroarene structure, the decarboxylation can be spontaneous or induced by heating in N,N-dimethylacetamide or N-methyl pyrrolidone in a microwave oven.

AB - A simple method for the introduction of a methyl and higher aliphatic group to various heteroarenes using very inexpensive reagents is described. It is based on the radical addition of a carboxylic xanthate followed by decarboxylation. Depending on the heteroarene structure, the decarboxylation can be spontaneous or induced by heating in N,N-dimethylacetamide or N-methyl pyrrolidone in a microwave oven.

UR - https://www.scopus.com/pages/publications/85042866429

U2 - 10.1021/acs.orglett.8b00190

DO - 10.1021/acs.orglett.8b00190

M3 - Article

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AN - SCOPUS:85042866429

SN - 1523-7060

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EP - 1416

JO - Organic Letters

JF - Organic Letters

IS - 5

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Inexpensive Radical Methylation and Related Alkylations of Heteroarenes

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