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TBHP‐Mediated Selenocyclization of N‐Allylbenzamides/Benzthioamides via In‐Situ Generation of "PhSeOH" Species**.

Authors :
Makhal, Priyanka N.
Dannarm, Srinivas Reddy
Shaikh, Arbaz Sujat
Sonti, Rajesh
Kaki, Venkata Rao
Source :
ChemistrySelect. 4/12/2022, Vol. 7 Issue 14, p1-6. 6p.
Publication Year :
2022

Abstract

A simple tert‐butyl hydroperoxide (TBHP)‐mediated method has been developed to construct selenated oxazolines/thiazolines under microwave irradiation. The selenocyclization of N‐allylbenzamides/benzthioamides could be achieved owing to the addition of an active electrophilic selenium species, generated in situ from diphenyl diselenide on reacting with TBHP, at their olefinic site. The reaction mechanism was confirmed by intercepting and characterizing all the proposed intermediates by ESI‐QTOF‐MS and NMR study. This method offers several advantages including simpler reaction conditions, shorter reaction time, catalyst‐free, thus rendering a competent alternative to the synthesis of selenated oxazolines/thiazolines in yields of upto 95 %. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
23656549
Volume :
7
Issue :
14
Database :
Academic Search Index
Journal :
ChemistrySelect
Publication Type :
Academic Journal
Accession number :
156277850
Full Text :
https://doi.org/10.1002/slct.202200933