57357-18-3Relevant articles and documents
A Catalyst-Free Minisci-Type Reaction: the C–H Alkylation of Quinoxalinones with Sodium Alkylsulfinates and Phenyliodine(III) Dicarboxylates
Wang, Liping,Zhao, Jiquan,Sun, Yuting,Zhang, Hong-Yu,Zhang, Yuecheng
, p. 6935 - 6944 (2019)
A direct C–H alkylation of quinoxalinones at the C-3 position with sodium alkylsulfinates and phenyliodine(III) dicarboxylates has been developed under catalyst-free conditions. A series of 3-alkylquinoxalinones were afforded in moderate to excellent yields in this protocol, which offers a practical and efficient access to biologically interesting 3-alkylquinoxalin-2(1H)-one derivatives.
Oxidase catalysis via aerobically generated hypervalent iodine intermediates
Maity, Asim,Hyun, Sung-Min,Powers, David C.
, p. 200 - 204 (2018/02/06)
The development of sustainable oxidation chemistry demands strategies to harness O'2 as a terminal oxidant. Oxidase catalysis, in which O'2 serves as a chemical oxidant without necessitating incorporation of oxygen into reaction products, would allow diverse substrate functionalization chemistry to be coupled to O'2 reduction. Direct O'2 utilization suffers from intrinsic challenges imposed by the triplet ground state of O'2 and the disparate electron inventories of four-electron O'2 reduction and two-electron substrate oxidation. Here, we generate hypervalent iodine reagents - a broadly useful class of selective two-electron oxidants - from O'2. This is achieved by intercepting reactive intermediates of aldehyde autoxidation to aerobically generate hypervalent iodine reagents for a broad array of substrate oxidation reactions. The use of aryl iodides as mediators of aerobic oxidation underpins an oxidase catalysis platform that couples substrate oxidation directly to O'2 reduction. We anticipate that aerobically generated hypervalent iodine reagents will expand the scope of aerobic oxidation chemistry in chemical synthesis.
Understanding the differential performance of Rh2(esp) 2 as a catalyst for C-H amination
Zalatan, David N.,Bois, J. Du
supporting information; experimental part, p. 7558 - 7559 (2009/10/17)
(Chemical Equation Presented) Catalytic amination of saturated C-H bondsis performed efficiently with the use of Rh2(esp)2. Efforts to identify pathways for catalyst degradation and/or arrest have revealed a singleelectron oxidation event that gives rise to a red-colored, mixed-valence dimer, [Rh2(esp)2]+. This species is fortuitously reduced by carboxylic acid, a byproductgenerated in the reaction cycle with each turnover of the diacyloxyiodi ne oxidant. These findings have led to the conclusion that the high performance of Rh2(esp)2 is due in part to the superior kinetic stability of its one-electron oxidized form relative to other dimeric Rh complexes.
