tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature

Swati Chauhan; Priyanka Chaudhary; Adesh Kumar Singh; Pratibha Verma; Vandana Srivastava; Jeyakumar Kandasamy

doi:10.1016/j.tetlet.2017.12.033

tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature

Swati Chauhan
, Priyanka Chaudhary
, Adesh Kumar Singh
, Pratibha Verma
, Vandana Srivastava
, Jeyakumar Kandasamy

Indian Institute of Technology Banaras Hindu University

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

28 Scopus citations

Abstract

A simple and efficient method for the dimerization of primary thioamides into 1,2,4-thiadiazoles using tert-butyl nitrite is described. The optimized condition was also found to be suitable for the dimerization of benzoselenoamides into 1,2,4-selenadiazoles. All the reactions proceed smoothly at room temperature and gave the desired products in excellent yields in a short span of time.

Original language	English
Pages (from-to)	272-276
Number of pages	5
Journal	Tetrahedron Letters
Volume	59
Issue number	3
DOIs	https://doi.org/10.1016/j.tetlet.2017.12.033
State	Published - 17 Jan 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2017 Elsevier Ltd

Keywords

Dimerization
Green chemistry
Thiadiazoles
Thiobenzamides
tert-Butyl nitrite

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10.1016/j.tetlet.2017.12.033

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title = "tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature",

abstract = "A simple and efficient method for the dimerization of primary thioamides into 1,2,4-thiadiazoles using tert-butyl nitrite is described. The optimized condition was also found to be suitable for the dimerization of benzoselenoamides into 1,2,4-selenadiazoles. All the reactions proceed smoothly at room temperature and gave the desired products in excellent yields in a short span of time.",

keywords = "Dimerization, Green chemistry, Thiadiazoles, Thiobenzamides, tert-Butyl nitrite",

author = "Swati Chauhan and Priyanka Chaudhary and Singh, \{Adesh Kumar\} and Pratibha Verma and Vandana Srivastava and Jeyakumar Kandasamy",

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doi = "10.1016/j.tetlet.2017.12.033",

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T1 - tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature

AU - Chauhan, Swati

AU - Chaudhary, Priyanka

AU - Singh, Adesh Kumar

AU - Verma, Pratibha

AU - Srivastava, Vandana

AU - Kandasamy, Jeyakumar

PY - 2018/1/17

Y1 - 2018/1/17

N2 - A simple and efficient method for the dimerization of primary thioamides into 1,2,4-thiadiazoles using tert-butyl nitrite is described. The optimized condition was also found to be suitable for the dimerization of benzoselenoamides into 1,2,4-selenadiazoles. All the reactions proceed smoothly at room temperature and gave the desired products in excellent yields in a short span of time.

AB - A simple and efficient method for the dimerization of primary thioamides into 1,2,4-thiadiazoles using tert-butyl nitrite is described. The optimized condition was also found to be suitable for the dimerization of benzoselenoamides into 1,2,4-selenadiazoles. All the reactions proceed smoothly at room temperature and gave the desired products in excellent yields in a short span of time.

KW - Dimerization

KW - Green chemistry

KW - Thiadiazoles

KW - Thiobenzamides

KW - tert-Butyl nitrite

UR - https://www.scopus.com/pages/publications/85038399501

U2 - 10.1016/j.tetlet.2017.12.033

DO - 10.1016/j.tetlet.2017.12.033

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AN - SCOPUS:85038399501

SN - 0040-4039

VL - 59

SP - 272

EP - 276

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 3

ER -

tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature

Abstract

Bibliographical note

Keywords

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