Premium
UV Assisted High‐Efficient Synthesis of α‐Ketoamides using Air Promoted by A Non‐Metal Catalyst in Aqueous Solution
Author(s) -
Li Jianhui,
He Shaopo,
Zhang Kuan,
Quan Ziyi,
Shan Qiheng,
Sun Zhongliang,
Wang Bo
Publication year - 2018
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201801365
Subject(s) - aqueous solution , catalysis , chemistry , amine gas treating , primary (astronomy) , molecular oxygen , oxygen , tertiary amine , ammonia , metal , green chemistry , atmospheric oxygen , metal ions in aqueous solution , photochemistry , organic chemistry , combinatorial chemistry , inorganic chemistry , reaction mechanism , physics , astronomy
Presented here is the first example of UV (λ=210 nm) promoted procedure proceeding in aqueous media at room temperature using ambient air as the oxidant for efficient synthesis of an array of α‐ketoamides of all types using a non‐metal catalyst N‐iodosuccinimide with a loading of 20 mol%. With UV, oxygen in the air was efficiently utilized as the green oxidant, some control experiments were carried out and a plausible mechanism was proposed, disclosing that in aqueous solution, the oxidation process was actually triggered by dioxygen radical anion (O 2 .− ), while not molecular oxygen. A variety of secondary amines and primary amines as well as ammonia were employed as the amine moieties, and the desired product primary‐, secondary‐, and tertiary α‐ketoamides were afforded in good to excellent yields of up to 96 %.