Rhodium-catalyzed 2-methylthiolation reaction of thiazoles/oxazoles using 2-(methylthio)thiazole

Mieko Arisawa; Yuri Nihei; Masahiko Yamaguchi

doi:10.3987/COM-14-S(K)59

Rhodium-catalyzed 2-methylthiolation reaction of thiazoles/oxazoles using 2-(methylthio)thiazole

Mieko Arisawa, Yuri Nihei, Masahiko Yamaguchi

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

3 Citations (Scopus)

Abstract

RhH(PPh₃)₄ and 1,3-bis(dicyclohexyl)phosphinopropane (dcypp) catalyze the 2-methylthiolation of oxazoles and thiazoles using 2-(methylthio)thiazole as a thiolating reagent. The methylthio transfer reaction is under equilibrium, and various 2-methylthiolated thiazoles and oxazoles were obtained in moderate to good yields by removing thiazole under refluxing o-dichlorobenzene.

Original language	English
Pages (from-to)	939-949
Number of pages	11
Journal	Heterocycles
Volume	90
Issue number	2
DOIs	https://doi.org/10.3987/COM-14-S(K)59
Publication status	Published - 2015
Externally published	Yes

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Rhodium-catalyzed 2-methylthiolation reaction of thiazoles/oxazoles using 2-(methylthio)thiazole",

abstract = "RhH(PPh3)4 and 1,3-bis(dicyclohexyl)phosphinopropane (dcypp) catalyze the 2-methylthiolation of oxazoles and thiazoles using 2-(methylthio)thiazole as a thiolating reagent. The methylthio transfer reaction is under equilibrium, and various 2-methylthiolated thiazoles and oxazoles were obtained in moderate to good yields by removing thiazole under refluxing o-dichlorobenzene.",

author = "Mieko Arisawa and Yuri Nihei and Masahiko Yamaguchi",

note = "Publisher Copyright: {\textcopyright} 2015 The Japan Institute of Heterocyclic Chemistry.",

year = "2015",

doi = "10.3987/COM-14-S(K)59",

language = "English",

volume = "90",

pages = "939--949",

journal = "Heterocycles",

issn = "0385-5414",

publisher = "Japan Institute of Heterocyclic Chemistry",

number = "2",

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T1 - Rhodium-catalyzed 2-methylthiolation reaction of thiazoles/oxazoles using 2-(methylthio)thiazole

AU - Arisawa, Mieko

AU - Nihei, Yuri

AU - Yamaguchi, Masahiko

PY - 2015

Y1 - 2015

N2 - RhH(PPh3)4 and 1,3-bis(dicyclohexyl)phosphinopropane (dcypp) catalyze the 2-methylthiolation of oxazoles and thiazoles using 2-(methylthio)thiazole as a thiolating reagent. The methylthio transfer reaction is under equilibrium, and various 2-methylthiolated thiazoles and oxazoles were obtained in moderate to good yields by removing thiazole under refluxing o-dichlorobenzene.

AB - RhH(PPh3)4 and 1,3-bis(dicyclohexyl)phosphinopropane (dcypp) catalyze the 2-methylthiolation of oxazoles and thiazoles using 2-(methylthio)thiazole as a thiolating reagent. The methylthio transfer reaction is under equilibrium, and various 2-methylthiolated thiazoles and oxazoles were obtained in moderate to good yields by removing thiazole under refluxing o-dichlorobenzene.

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U2 - 10.3987/COM-14-S(K)59

DO - 10.3987/COM-14-S(K)59

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SN - 0385-5414

VL - 90

SP - 939

EP - 949

JO - Heterocycles

JF - Heterocycles

IS - 2

ER -

Rhodium-catalyzed 2-methylthiolation reaction of thiazoles/oxazoles using 2-(methylthio)thiazole

Abstract

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