tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature
[Display omitted] •Dimerization of thioamides and seleoamides was achieved with tert-butyl nitrite.•Reaction proceeds under catalyst and metal free conditions at room temperature.•Reaction proceeds through radical mechanism.•Easy operation, broad substrate scope and efficient conversion are the adva...
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| Published in | Tetrahedron letters Vol. 59; no. 3; pp. 272 - 276 |
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| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
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Elsevier Ltd
17.01.2018
Elsevier |
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| Abstract | [Display omitted]
•Dimerization of thioamides and seleoamides was achieved with tert-butyl nitrite.•Reaction proceeds under catalyst and metal free conditions at room temperature.•Reaction proceeds through radical mechanism.•Easy operation, broad substrate scope and efficient conversion are the advantages.
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. |
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| AbstractList | [Display omitted]
•Dimerization of thioamides and seleoamides was achieved with tert-butyl nitrite.•Reaction proceeds under catalyst and metal free conditions at room temperature.•Reaction proceeds through radical mechanism.•Easy operation, broad substrate scope and efficient conversion are the advantages.
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. 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. (C) 2017 Elsevier Ltd. All rights reserved. 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. |
| Author | Singh, Adesh Kumar Srivastava, Vandana Chauhan, Swati Chaudhary, Priyanka Verma, Pratibha Kandasamy, Jeyakumar |
| Author_xml | – sequence: 1 givenname: Swati surname: Chauhan fullname: Chauhan, Swati – sequence: 2 givenname: Priyanka surname: Chaudhary fullname: Chaudhary, Priyanka – sequence: 3 givenname: Adesh Kumar surname: Singh fullname: Singh, Adesh Kumar – sequence: 4 givenname: Pratibha surname: Verma fullname: Verma, Pratibha – sequence: 5 givenname: Vandana surname: Srivastava fullname: Srivastava, Vandana – sequence: 6 givenname: Jeyakumar surname: Kandasamy fullname: Kandasamy, Jeyakumar email: jeyakumar.chy@iitbhu.ac.in |
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| Keywords | Thiadiazoles tert-Butyl nitrite Green chemistry Thiobenzamides Dimerization OXIDATIVE DIMERIZATION BOND-CLEAVAGE ARYLBORONIC ACIDS MEDICINAL CHEMISTRY 3,5-DISUBSTITUTED 1,2,4-THIADIAZOLES METAL DERIVATIVES N-NITROSAMINES |
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•Dimerization of thioamides and seleoamides was achieved with tert-butyl nitrite.•Reaction proceeds under catalyst and metal free conditions... 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... |
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| SubjectTerms | ambient temperature chemical structure Chemistry Chemistry, Organic Dimerization Green chemistry nitrites Physical Sciences Science & Technology tert-Butyl nitrite Thiadiazoles thioamides Thiobenzamides |
| Title | tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature |
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