A1 Journal article (refereed)
2-Sulfoximidoyl Acetic Acids from Multicomponent Petasis Reactions and Their Use as Building Blocks in Syntheses of Sulfoximine Benzodiazepine Analogues (2021)

Hommelsheim, R., Núñez Ponce, H. M., Truong, K.-N., Rissanen, K., & Bolm, C. (2021). 2-Sulfoximidoyl Acetic Acids from Multicomponent Petasis Reactions and Their Use as Building Blocks in Syntheses of Sulfoximine Benzodiazepine Analogues. Organic Letters, 23(9), 3415-3420. https://doi.org/10.1021/acs.orglett.1c00874

JYU authors or editors

Publication details

All authors or editors: Hommelsheim, René; Núñez Ponce, Heliana Michaela; Truong, Khai-Nghi; Rissanen, Kari; Bolm, Carsten

Journal or series: Organic Letters

ISSN: 1523-7060

eISSN: 1523-7052

Publication year: 2021

Volume: 23

Issue number: 9

Pages range: 3415-3420

Publisher: American Chemical Society

Publication country: United States

Publication language: English

DOI: https://doi.org/10.1021/acs.orglett.1c00874

Publication open access: Not open

Publication channel open access:

Abstract

Upon application of a multicomponent Petasis reaction, a broad range of NH-sulfoximines and boronic acids react with glyoxalic acid to afford the corresponding 2-substituted acetic acids with N-bound sulfoximidoyl groups. The protocol features excellent yields under ambient, metal-free conditions and short reaction times. Furthermore, the applicability of 2-sulfoximidoyl acetic acids as building blocks for synthesizing sulfoximine-based benzodiazepine analogues was demonstrated.

Keywords: chemistry; chemical reactions

Contributing organizations

Ministry reporting: Yes

Reporting Year: 2021

JUFO rating: 2