Direct synthesis of allylic thioethers under greener conditions: A solvent- and catalyst-free approach

Greice Tabarelli; Marcelo Godoi; Rômulo F.S. Canto; José R. Mora; Faruk Nome; Antonio L. Braga

doi:10.1080/00397911.2014.945187

Direct synthesis of allylic thioethers under greener conditions: A solvent- and catalyst-free approach

Greice Tabarelli
, Marcelo Godoi
, Rômulo F.S. Canto
, José R. Mora
, Faruk Nome
, Antonio L. Braga^*

^*Corresponding author for this work

Universidade Federal de Santa Catarina
Universidade Federal do Rio Grande

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

5 Scopus citations

Abstract

We present herein a new catalyst-free and solvent-free approach for the synthesis of allylic thioethers directly from allylic alcohols and thiols. The methodology allows the synthesis of different allylic thioethers in good to excellent yields under microwave irradiation. Theoretical calculations for the allylic carbocation helped to explain the regioselectivity observed when nonsymmetric substrates are used in the reaction.

Original language	English
Pages (from-to)	3441-3449
Number of pages	9
Journal	Synthetic Communications
Volume	44
Issue number	23
DOIs	https://doi.org/10.1080/00397911.2014.945187
State	Published - 20 Oct 2014
Externally published	Yes

Keywords

Allylic thioethers
catalyst-free
green chemistry
solvent-free

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10.1080/00397911.2014.945187

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title = "Direct synthesis of allylic thioethers under greener conditions: A solvent- and catalyst-free approach",

abstract = "We present herein a new catalyst-free and solvent-free approach for the synthesis of allylic thioethers directly from allylic alcohols and thiols. The methodology allows the synthesis of different allylic thioethers in good to excellent yields under microwave irradiation. Theoretical calculations for the allylic carbocation helped to explain the regioselectivity observed when nonsymmetric substrates are used in the reaction.",

keywords = "Allylic thioethers, catalyst-free, green chemistry, solvent-free",

author = "Greice Tabarelli and Marcelo Godoi and Canto, \{R{\^o}mulo F.S.\} and Mora, \{Jos{\'e} R.\} and Faruk Nome and Braga, \{Antonio L.\}",

note = "Publisher Copyright: {\textcopyright} 2014 Copyright Taylor \& Francis Group, LLC.",

year = "2014",

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doi = "10.1080/00397911.2014.945187",

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TY - JOUR

T1 - Direct synthesis of allylic thioethers under greener conditions

T2 - A solvent- and catalyst-free approach

AU - Tabarelli, Greice

AU - Godoi, Marcelo

AU - Canto, Rômulo F.S.

AU - Mora, José R.

AU - Nome, Faruk

AU - Braga, Antonio L.

PY - 2014/10/20

Y1 - 2014/10/20

N2 - We present herein a new catalyst-free and solvent-free approach for the synthesis of allylic thioethers directly from allylic alcohols and thiols. The methodology allows the synthesis of different allylic thioethers in good to excellent yields under microwave irradiation. Theoretical calculations for the allylic carbocation helped to explain the regioselectivity observed when nonsymmetric substrates are used in the reaction.

AB - We present herein a new catalyst-free and solvent-free approach for the synthesis of allylic thioethers directly from allylic alcohols and thiols. The methodology allows the synthesis of different allylic thioethers in good to excellent yields under microwave irradiation. Theoretical calculations for the allylic carbocation helped to explain the regioselectivity observed when nonsymmetric substrates are used in the reaction.

KW - Allylic thioethers

KW - catalyst-free

KW - green chemistry

KW - solvent-free

UR - https://www.scopus.com/pages/publications/84922079514

U2 - 10.1080/00397911.2014.945187

DO - 10.1080/00397911.2014.945187

M3 - Artículo

AN - SCOPUS:84922079514

SN - 0039-7911

VL - 44

SP - 3441

EP - 3449

JO - Synthetic Communications

JF - Synthetic Communications

IS - 23

ER -

Direct synthesis of allylic thioethers under greener conditions: A solvent- and catalyst-free approach

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Keywords

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