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Blue LED‐Promoted Oxathiacetalization of Aldehydes and Ketones
Author(s) -
Liu YouChen,
Reddy Daggula Mallikarjuna,
Chen XinAn,
Shieh YiChen,
Lee ChinFa
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000218
Subject(s) - chemistry , catalysis , photoredox catalysis , eosin y , ketone , organic chemistry , organic synthesis , combinatorial chemistry , photochemistry , photocatalysis
In synthetic chemistry, the protection of aldehydes and ketones is crucial during multistep synthesis of complex molecules. Organic chemists have paid substantial attention to the synthesis of 1,3‐oxathiolanes and 1,3‐oxathianes because of their considerable stability under acidic conditions and ease of removal of protecting groups. In this paper, we report the mild and efficient oxathiacetalization of aldehydes with 2‐mercaptoethanol and 3‐mercaptopropan‐1‐ol through visible‐light‐promoted eosin‐Y catalyzed C–S and C–O bond formation at ambient temperature under metal‐free conditions. This catalytic system also affords oxathiacetalization of ketones through photoredox catalysis.