Overlooked aza-S(IV) motifs: synthesis and transformations of sulfinamidines and sulfinimidate esters.

Autor: Andresini M; FLAME-Lab, Flow Chemistry and Microreactor Technology Laboratory Department of Pharmacy-Drug Sciences University of Bari 'A. Moro' Via E., Orabona 4-70125 Bari, Italy. renzo.luisi@uniba.it., Colella M; FLAME-Lab, Flow Chemistry and Microreactor Technology Laboratory Department of Pharmacy-Drug Sciences University of Bari 'A. Moro' Via E., Orabona 4-70125 Bari, Italy. renzo.luisi@uniba.it., Degennaro L; FLAME-Lab, Flow Chemistry and Microreactor Technology Laboratory Department of Pharmacy-Drug Sciences University of Bari 'A. Moro' Via E., Orabona 4-70125 Bari, Italy. renzo.luisi@uniba.it., Luisi R; FLAME-Lab, Flow Chemistry and Microreactor Technology Laboratory Department of Pharmacy-Drug Sciences University of Bari 'A. Moro' Via E., Orabona 4-70125 Bari, Italy. renzo.luisi@uniba.it.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2023 Oct 04; Vol. 21 (38), pp. 7681-7690. Date of Electronic Publication: 2023 Oct 04.
DOI: 10.1039/d3ob01382k
Abstrakt: Significant advancements have been made in the synthesis of overlooked aza-S(IV) motifs. The accessibility of sulfinamidines and sulfinimidate esters has greatly improved through the recent development of efficient and complementary synthetic strategies. Intriguingly, new discoveries have emerged regarding the reactivity of these substances, highlighting the electrophilic nature of sulfinimidate esters and the nucleophilic character of sulfinamidines. Moreover, sulfinamidines have been found to be prone to oxidation, leading to the formation of important aza-S(VI) derivatives. In this review, our aim is to present an almost comprehensive overview of the most relevant achievements in the preparation and structural characterization of these overlooked compounds.
Databáze: MEDLINE