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Facile Preparation of Flavinium Organocatalysts
Author(s) -
Arakawa Yukihiro,
Oonishi Takahiro,
Kohda Takahiro,
Minagawa Keiji,
Imada Yasushi
Publication year - 2016
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201600846
Subject(s) - reagent , chemistry , inert , ion exchange resin , catalysis , environmentally friendly , organic chemistry , hazardous waste , combinatorial chemistry , heterogeneous catalysis , waste management , ecology , engineering , biology
Abstract We developed a safe, simple, inexpensive, and environmentally benign method for preparing N (5)‐ethylated flavinium organocatalysts without using hazardous reagents or inert conditions as previously required. 5‐Ethyl‐3‐methyllumiflavinium cation was prepared from its reduced form by NaNO 2 ‐free aerobic oxidation, which was subsequently extracted onto commercial cation‐exchange resins under NaClO 4 ‐free conditions. The resulting resin‐immobilized flavinium salts were found to be effective organocatalysts for aerobic oxidation reactions.