91657-76-0Relevant academic research and scientific papers
A Benzoquinone Imine Assisted Ring-Opening/Ring-Closing Strategy of the RCOCHN1N2 System: Dinitrogen Extrusion Reaction to Benzimidazoles
Kumar, Atul,Ahmed, Qazi Naveed
, p. 2751 - 2756 (2017)
A mild, three-component dinitrogen extrusion reaction proceeding at room temperature to give different 1,2-disubstituted benzimidazoles from 2-oxoaldehydes, 4-azidophenol, and benzotriazoles was successfully developed. Mechanistically, this transformation occurs through the benzoquinone imine assisted ring opening/ring closing of a highly unstable RCOCHN1N2 system.
Synthetic method of alpha-keto amide compound
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Paragraph 0135-0140, (2020/09/23)
The invention discloses a synthesis method of an alpha-keto amide compound, which comprises the following steps: mixing a benzoyl azide compound as shown in a chemical formula I with a benzoyl formicacid compound as shown in a chemical formula II, and reacting to obtain an alpha-keto amide compound as shown in a chemical formula III; in the formula, R1 is a monosubstituted or polysubstituted group on a benzene ring; R2 is a group that is not H; the synthesis method can be used for efficiently synthesizing the functionalized alpha-ketoamide compound, has the advantages of simple synthesis steps, safety in operation, good compatibility of the synthesis method to functional groups and high atom economy, and is easy for industrial synthesis.
Divergent Reactivity of gem-Difluoro-enolates toward Nitrogen Electrophiles: Unorthodox Nitroso Aldol Reaction for Rapid Synthesis of α-Ketoamides
Reddy, Mallu Kesava,Ramakrishna, Isai,Baidya, Mahiuddin
supporting information, p. 4610 - 4613 (2018/08/07)
An amination reaction of in situ generated gem-difluoro-enolates has been explored with electrophilic nitrogen sources. While their exposure to azodicarboxylates smoothly produced fluorinated α-amino ketones, reaction with nitrosoarenes (nitroso aldol rea
Synthesis of Polycyclic Imidazolidinones via Amine Redox-Annulation
Zhu, Zhengbo,Lv, Xin,Anesini, Jason E.,Seidel, Daniel
supporting information, p. 6424 - 6427 (2017/12/08)
α-Ketoamides undergo redox-annulations with cyclic secondary amines, such as 1,2,3,4-tetrahydroisoquinoline, pyrrolidine, piperidine, and morpholine. Catalytic amounts of benzoic acid significantly accelerate these transformations. This approach provides
Visible-light initiated copper(i)-catalysed oxidative C-N coupling of anilines with terminal alkynes: One-step synthesis of α-ketoamides
Sagadevan, Arunachalam,Ragupathi, Ayyakkannu,Lin, Chun-Cheng,Hwu, Jih Ru,Hwang, Kuo Chu
supporting information, p. 1113 - 1119 (2015/03/04)
Development of C-N coupling processes is fundamentally important and challenging for the synthesis of biologically active molecules and drugs. Herein, we report a highly atom efficient green process for the synthesis of α-ketoamides via visible-light induced copper(i) chloride catalysed direct oxidative Csp-N coupling reactions using commercially available alkynes and anilines at room temperature without the use of hazardous chemicals and harsh reaction conditions. Forty-seven examples are presented using a broad range of substrates including electron deficient anilines and various terminal alkynes. The current photochemical process is able to achieve epoxide hydrolase inhibitors in one step with high yield (92-95%). This transformation is highly efficient and highly selective for the synthesis of α-ketoamides. This journal is
Nickel-catalyzed intramolecular nucleophilic addition of aryl or vinyl chlorides to α-ketoamides through C-Cl bond activation
Hu, Jin-Xiu,Wu, Hao,Li, Chuan-Ying,Sheng, Wei-Jian,Jia, Yi-Xia,Gao, Jian-Rong
, p. 5234 - 5237 (2011/07/07)
Nickeleophilic addition! The first example of a nickel-catalyzed direct intramolecular nucleophilic addition of aryl or vinyl chlorides to α-ketoamides through C-Cl bond activation is reported, which takes place under mild reaction conditions (see scheme).
PREPARATION OF SOME STABLE AND TRANSIENT 1,3-OXAZOLIUM-4-OLATES
Haddadin, Makhluf J.,Tannus, Hana T.
, p. 773 - 778 (2007/10/02)
A number of mandelanilides (6) were prepared and oxidized with barium manganate to phenylglyoxanilides (7).The latter were converted to N-benzoylglyoxanilides which, upon heating with triethyl phosphite, gave the corresponding 1,3-oxazolium-4-olates (2).
