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Photocatalytic Annulation‐Carbohalogenation of 1,7‐Enynes for Atom‐Economic Synthesis of Functionalized 3,4‐Dihydronaphthalen‐1(2 H )‐ones
Author(s) -
Ji WenZhe,
Shi HaoNan,
Wei Ping,
Hao WenJuan,
Tu ShuJiang,
Jiang Bo
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001125
Subject(s) - chemistry , annulation , alkyl , halide , reagent , iodide , photocatalysis , stereoselectivity , atom (system on chip) , substrate (aquarium) , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , oceanography , computer science , embedded system , geology
A general and efficient photocatalytic annulation‐carbohalogenation of 1,7‐enynes with a wide variety of alkyl halides was reported, which led to the atom‐economic synthesis of functionalized 3,4‐dihydronaphthalen‐1( 2H )‐ones with good yields and high stereoselectivity under the mild and oxidant‐free conditions. The reaction demonstrated remarkable compatibility regarding alkyl halides as bifunctional reagents, such as ethyl 2‐bromo‐2,2‐difluoroacetate, ethyl 2,2‐difluoro‐2‐iodoacetate, perfluorobutyl iodide, bromotrichloromethane, and diethyl 2‐bromomalonate, and enabled wide substrate scope, high functional group tolerance, and 100% atom utilization.