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Visible Light Mediated Sulfenylation‐Annulation Cascade of Alkyne Tethered Cyclohexadienones
Author(s) -
Nair Akshay M.,
Kumar Shreemoyee,
Volla Chandra M. R.
Publication year - 2019
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.201900874
Subject(s) - chemistry , annulation , alkyne , substrate (aquarium) , photoredox catalysis , cascade , combinatorial chemistry , catalysis , scope (computer science) , eosin y , atom economy , conjugate , visible spectrum , nanotechnology , organic chemistry , photocatalysis , computer science , chromatography , mathematical analysis , oceanography , physics , mathematics , optoelectronics , materials science , programming language , geology
A mild and facile method to access sulfenylated dihydrochromenones via a visible light mediated thiol‐yne/conjugate addition cascade of alkyne‐tethered cyclohexadienones, using cheap and readily available organic photoredox catalyst (Eosin Y) is demonstrated. The utility and sustainability of the protocol were further justified by the high yields, excellent diastereoselectivities, broad substrate scope, gram scale synthesis, green chemistry metrics (atom economy and efficiency) and further synthetic transformations of the products.