Cyclopropeniminium Ions Exhibit Unique Reactivity Profiles with Bioorthogonal Phosphines.

Autor: Heiss TK, Prescher JA
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2019 Jun 07; Vol. 84 (11), pp. 7443-7448. Date of Electronic Publication: 2019 May 28.
DOI: 10.1021/acs.joc.9b00518
Abstrakt: We report a new ligation of cyclopropeniminium ions with bioorthogonal phosphines. Cyclopropeniminium scaffolds are sufficiently stable in biological media and, unlike related isomers, react with functionalized phosphines via formal 1,2-addition to a π-system. The ligation can be performed in aqueous solution and is compatible with existing bioorthogonal transformations. Such mutually compatible reactions are useful for multicomponent labeling.
Databáze: MEDLINE