22426-91-1Relevant academic research and scientific papers
A metal-free iodine-mediated conversion of hydroxamates to esters
Ghosh, Subhankar,Banerjee, Jeet,Ghosh, Rajat,Chattopadhyay, Shital K.
, p. 1353 - 1360 (2020/03/30)
A metal-, oxidant-, and additive-free conversion of hydroxamates to esters have been achieved using molecular iodine as the reagent using a novel but not-so-explored heron-type rearrangement. The reaction proceeds with almost equal facility with substrates having either electron-donating or electron-withdrawing substituent. Similarly, α,?-unsaturated, and sterically hindered ortho-substituted hydroxamates also undergo the desired transformation smoothly.
Transition-Metal-Free Synthesis of N-Aryl Hydroxamic Acids via Insertion of Arynes
Zhang, Lanlan,Geng, Yu,Jin, Zhong
, p. 3542 - 3552 (2016/05/24)
An efficient and transition-metal-free N-arylation of amides via the insertion of arynes into the N-H bonds in the N-alkoxy amides is described. A variety of the reactive functional groups including the reactive aldehyde carbonyl group, furan ring, carbon-carbon double bonds, and free N-H bond of indole are found to be compatible with this process. In particular, the protocol is applicable in the synthesis of structurally diverse N-aryl hydroxamates and hydroxamic acids derived from N-protecting amino acids and peptides. In the presence of multiple amide N-H bonds, the N-arylation reaction can proceed selectively in the N-H bonds of terminal N-OBn amides giving rise to the desired N-aryl hydroxamates.
Syntheses and evaluation of substituted aromatic hydroxamates and hydroxamic acids that target Mycobacterium tuberculosis
Majewski, Mark W.,Cho, Sanghyun,Miller, Patricia A.,Franzblau, Scott G.,Miller, Marvin J.
supporting information, p. 4933 - 4936 (2015/10/28)
Tuberculosis (TB) continues to remain one of the most threatening diseases in the world. With the emergence of multi-drug resistant (MDR) and extensively drug resistant (XDR) strains, the need to develop new therapies is dire. The syntheses of a focused library of hydroxamates and hydroxamic acids is described, as well as anti-TB activity in the microplate alamar blue assay (MABA). A number of compounds exhibited good activity against Mtb, with notable compounds exhibiting MIC values in the range of 20-0.71 μM. This work suggests that both hydroxamates and their free acids may be incorporated into more complex scaffolds and serve as potential leads for the development of anti-TB agents.
N-[(diphenoxyphosphoryl)oxy]-2-phenyl-1H-benzimidazole as a versatile reagent for synthesis O-alkylhydroxamic acids
Kokare, Nagnnath D.,Shinde, Devanand B.
, p. 981 - 986 (2008/09/21)
(Chemical Equation Presented) Highly efficient reagent, N-[(diphenoxyphosphoryl)oxy]-2-phenyl-1H-benzimidazole was synthesized and its applicability was demonstrated for the synthesis of O-alkyl hydroxamic acids. The efficiency of the reagent was evaluate
Design, synthesis and utilization of a novel coupling reagent for the preparation of O-alkyl hydroxamic acids
Kokare, Nagnnath D.,Nagawade, Rahul R.,Rane, Vipul P.,Shinde, Devanand B.
, p. 4437 - 4440 (2008/02/03)
An efficient novel reagent, phosphoric acid diethyl ester 2-phenyl-benzimidazol-1-yl ester, was designed, and synthesized and its applicability was demonstrated for the preparation of O-alkyl hydroxamic acids. The O-alkyl hydroxamic acids of N-protected a
Convenient preparation of O-alkylhydroxamic acids using 2-acylpyridazin-3(2H)-ones
Kim, Jeum-Jong,Park, Young-Dae,Kim, Ho-Kyun,Cho, Su-Dong,Kim, Ju-Kyeong,Lee, Sang-Gyeong,Yoon, Yong-Jin
, p. 731 - 738 (2007/10/03)
Treatment of O-alkylhydroxylamine hydrochlorides with 2-acyl-4,5- dichloropyridazin-3(2H)-ones in the presence of triethylamine or Amberlite IRA-67 in acetonitrile gave corresponding O-alkylhydroxamic acid derivatives in excellent yields. This is an effic
