95680-62-9Relevant academic research and scientific papers
Direct Amidation of Esters by Ball Milling**
Barreteau, Fabien,Battilocchio, Claudio,Browne, Duncan L.,Godineau, Edouard,Leitch, Jamie A.,Nicholson, William I.,Payne, Riley,Priestley, Ian
supporting information, p. 21868 - 21874 (2021/09/02)
The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.
Manganese-Mediated Reductive Transamidation of Tertiary Amides with Nitroarenes
Cheung, Chi Wai,Ma, Jun-An,Hu, Xile
supporting information, p. 6789 - 6792 (2018/05/29)
Amides are an important class of organic compounds, which have widespread industrial applications. Transamidation of amides is a convenient method to generate new amides from existing ones. Tertiary amides, however, are challenging substrates for transamidation. Here we describe an unconventional approach to the transamidation of tertiary amides using nitroarenes as the nitrogen source under reductive conditions. Manganese metal alone mediates the reactions and no additional catalyst is required. The method exhibits broad scope and high functional group tolerance.
Rhodium-catalyzed electrophilic amination of arylboronic acids with secondary hydroxylamines
Yasuhisa, Tomohiro,Hirano, Koji,Miura, Masahiro
supporting information, p. 463 - 465 (2017/04/03)
A rhodium(III)-catalyzed electrophilic amination of arylboronic acids with secondary hydroxylamines has been developed. The rhodium catalysis is compatible with heteroarylboronic acids as well as acyl and alkoxycarbonyl protecting groups on the nitrogen of O-acylhydroxylamines, and the corresponding secondary anilines are obtained in good to excellent yields.
N-arylamides from selenium-catalyzed reactions of nitroaromatics and amides in the presence of carbon monoxide and mixed organic bases
Chen, Jinzhu,Ling, Gang,Yu, Zhengkun,Wu, Sizhong,Zhao, Xiaodan,Wu, Xiaowei,Lu, Shiwei
, p. 1267 - 1270 (2007/10/03)
N-Arylamides were exclusively obtained in moderate to good yields from selenium-catalyzed reactions of nitroaromatics with amides in the presence of CO and mixed organic bases Et3N and DBU.
Compounds and uses thereof for decreasing activity of hormone-sensitive lipase
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, (2008/06/13)
Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.
Studies on Diazepines. XXVI. Syntheses of 6H-1,4-Diazepines and 1-Acyl-1H-1,4-diazepines from 4-Pyridyl Azides
Sawanishi, Hiroyuki,Tajima, Kayoko,Tsuchiya, Takashi
, p. 3175 - 3181 (2007/10/02)
Photolysis of 4-azidopyridines (7a-e) in the presence of methoxide ions resulted in ring expansion to give 5-methoxy-6H-1,4-diazepines (10a-e), presumably via the azirine intermediates 8 derived from the initially formed singlet pyridylnitrenes.Treatment
Studies on Diazepines. XXVIII. Syntheses of 5H-1,3-Diazepines and 2H-1,4-Diazepines from 3-Azidopyridines
Sawanishi, Hiroyuki,Tajima, Kayoko,Tsuchiya, Takashi
, p. 4101 - 4109 (2007/10/02)
Photolysis of 2-unsubstituted (5a-f) and 2,4-disubstituted (5k, l) 3-azidopyridines in the presence of sodium methoxide resulted in ring expansion to give the 4-methoxy-5H-1,3-diazepines (8 and 18), presumably via the azirine intermediates 6 and 17 derived from the initially formed singlet 3-pyridylnitrenes by cyclization at the 2-position of the pyridine ring.On the other hand, in the photolysis of 2-substituted 3-azidopyridines (5g-j), the cyclization of the nitrenes occurred predominantly at the vacant 4-position giving rise to the 3-methoxy-2H-1,4-diazepines (13).Keywords--3-azidopyridine; photolysis; pyridylnitrene; ring expansion; 5H-1,3-diazepine; 2H-1,4-diazepine; azirine intermediate
PHOTOLYSIS OF PYRIDYL AZIDES IN THE PRESENCE OF METHOXIDE IONS: FORMATION OF FULLY UNSATURATED 1,3- AND 1,4-DIAZEPINES
Sawanishi, Hiroyuki,Tajima, Kayoko,Osada, Makoto,Tsuchiya, Takashi
, p. 4694 - 4697 (2007/10/02)
Photolysis of 4-azidopyridines (1) in the presence of methoxide ions resulted in ring-expansion to give the 6H-1,4-diazepines (4).Treatment of the diazepine (4a) with benzoyl chloride afforded the 1-benzoyl-1H-1,4-diazepine (5), whose structure was confir
