Highly regio- and stereoselective phosphinylphosphination of terminal alkynes with tetraphenyldiphosphine monoxide under radical conditions

Autor: Dat Phuc Tran, Yuki Sato, Yuki Yamamoto, Shin-ichi Kawaguchi, Shintaro Kodama, Akihiro Nomoto, Akiya Ogawa
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 17, Iss 1, Pp 866-872 (2021)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.17.72
Popis: The homolytic cleavage of the PV(O)–PIII bond in tetraphenyldiphosphine monoxide simultaneously provides both pentavalent and trivalent phosphorus-centered radicals with different reactivities. The method using V-40 as an initiator is successfully investigated for the regio- and stereoselective phosphinylphosphination of terminal alkynes giving the corresponding trans-isomers of 1-diphenylphosphinyl-2-diphenylthiophosphinyl-1-alkenes in good yields. The protocol can be applied to a wide variety of terminal alkynes including both alkyl- and arylalkynes.
Databáze: Directory of Open Access Journals