Photoredox-Catalyzed Hydrosulfonylation of Arylallenes.

Autor: Storozhenko OA; Organic Chemistry Department, Science Faculty , Peoples' Friendship University of Russia (RUDN University) , Miklukho-Maklaya st., 6 , 117198 Moscow , Russia., Festa AA; Organic Chemistry Department, Science Faculty , Peoples' Friendship University of Russia (RUDN University) , Miklukho-Maklaya st., 6 , 117198 Moscow , Russia., Detistova GI; Organic Chemistry Department, Science Faculty , Peoples' Friendship University of Russia (RUDN University) , Miklukho-Maklaya st., 6 , 117198 Moscow , Russia., Rybakov VB; Department of Chemistry , Lomonosov Moscow State University , Leninskie Gory, 1-3 , 119991 Moscow , Russia., Varlamov AV; Organic Chemistry Department, Science Faculty , Peoples' Friendship University of Russia (RUDN University) , Miklukho-Maklaya st., 6 , 117198 Moscow , Russia., Van der Eycken EV; Organic Chemistry Department, Science Faculty , Peoples' Friendship University of Russia (RUDN University) , Miklukho-Maklaya st., 6 , 117198 Moscow , Russia.; Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry , University of Leuven (KU Leuven) , Celestijnenlaan 200F , B-3001 Leuven , Belgium., Voskressensky LG; Organic Chemistry Department, Science Faculty , Peoples' Friendship University of Russia (RUDN University) , Miklukho-Maklaya st., 6 , 117198 Moscow , Russia.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2020 Feb 21; Vol. 85 (4), pp. 2250-2259. Date of Electronic Publication: 2020 Jan 06.
DOI: 10.1021/acs.joc.9b02960
Abstrakt: (Het)Arylallenes undergo hydrosulfonylation under photoredox-catalyzed conditions. The reaction gives vinyl sulfones in a regio- and diastereoselective manner, employing sodium sulfinates as the sulfonyl source and eosin Y as the photocatalyst. Indol-1-yl, pyrrol-1-yl, phenyl, and naphtylallenes might be used. Aliphatic allenes are incompatible with the reaction conditions.
Databáze: MEDLINE