A1 Journal article (refereed)
2,3-Dihydro-1,2,6-thiadiazine 1-Oxides by Biginelli-Type Reactions with Sulfonimidamides under Mechanochemical Conditions (2021)

Krauskopf, F., Truong, K.-N., Rissanen, K., & Bolm, C. (2021). 2,3-Dihydro-1,2,6-thiadiazine 1-Oxides by Biginelli-Type Reactions with Sulfonimidamides under Mechanochemical Conditions. Organic Letters, 23(7), 2699-2703. https://doi.org/10.1021/acs.orglett.1c00596

JYU authors or editors

Publication details

All authors or editors: Krauskopf,Felix; Truong, Khai-Nghi; Rissanen, Kari; Bolm, Carsten

Journal or series: Organic Letters

ISSN: 1523-7060

eISSN: 1523-7052

Publication year: 2021

Publication date: 19/03/2021

Volume: 23

Issue number: 7

Pages range: 2699-2703

Publisher: American Chemical Society (ACS)

Publication country: United States

Publication language: English

DOI: https://doi.org/10.1021/acs.orglett.1c00596

Publication open access: Not open

Publication channel open access:

Abstract

Biginelli-type multicomponent reactions (MCRs) with NH-free sulfonimidamides provide 2,3-dihydro-1,2,6-thiadiazine 1-oxides in high yields. The couplings are performed in a planetary ball mill under solvent-free mechanochemical conditions. Acetic acid or ytterbium triflate are used as catalysts. A representative product was characterized by X-ray single crystal structure analysis revealing molecular details of the highly functionalized three-dimensional heterocycle. Further product modifications lead to additional structural scaffolds.

Free keywords: multicomponent reactions

Contributing organizations

Ministry reporting: Yes

Reporting Year: 2021

JUFO rating: 2