- Chemoselective Synthesis of Aryl Ketones from Amides and Grignard Reagents via C(O)-N Bond Cleavage under Catalyst-Free Conditions
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Conversion of a wide range of N-Boc amides to aryl ketones was achieved with Grignard reagents via chemoselective C(O)-N bond cleavage. The reactions proceeded under catalyst-free conditions with different aryl, alkyl, and alkynyl Grignard reagents. α-Ketoamide was successfully converted to aryl diketones, while α,β-unsaturated amide underwent 1,4-addition followed by C(O)-N bond cleavage to provide diaryl propiophenones. N-Boc amides displayed higher reactivity than Weinreb amides with Grignard reagents. A broad substrate scope, excellent yields, and quick conversion are important features of this methodology.
- Sureshbabu, Popuri,Azeez, Sadaf,Muniyappan, Nalluchamy,Sabiah, Shahulhameed,Kandasamy, Jeyakumar
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p. 11823 - 11838
(2019/10/02)
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- One-Pot Preparation of Aromatic Amides, 4-Arylthiazoles, and 4-Arylimidazoles from Arenes
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Simple treatment of arenes with α-bromoacetyl chloride and AlCl3, followed by the reaction with molecular iodine and aq. NH3, thioamides, or amidines gave the corresponding primary aromatic amides, 4-arylthiazoles, or 4-arylimidazoles in good yields, respectively. Aryl α-bromomethyl ketones are the key intermediates in those reactions. Primary aromatic amides were formed from arenes through the reaction of aryl α-bromomethyl ketones with molecular iodine and aq. NH3, and 4-arylthiazoles and 4-arylimidazoles were formed from arenes through the reactions of aryl α-bromomethyl ketones with thioamides and amidines, respectively, in one pot under transition-metal-free conditions.
- Yamamoto, Takahiro,Togo, Hideo
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p. 4187 - 4196
(2018/08/21)
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- Synthesis method of aryl amide compound
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The invention relates to a synthesis method of an aryl amide compound shown as formula (III) in the specification. The method comprises the steps of: in an organic solvent, in the presence of a catalyst, an oxidant and an assistant, carrying out reaction on a compound shown as formula (I) and a compound shown as formula (II) in the specification, then conducting post-treatment so as to obtain the compound shown as formula (III) (formula (I), formula (II) and formula (III)). Specifically, R is selected from H, C1-C6 alkyl, C1-C6 alkoxy, cyano or halogen. The method adopts an appropriate reaction substrate to obtain the target product with high yield through the comprehensive synergistic effect of the catalyst, the oxidant and the assistant, is very beneficial to industrial production, and has wide application prospects.
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Paragraph 0037; 0038; 0039; 0040; 0041; 0042
(2017/01/02)
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- A mild and expeditious synthesis of amides from aldehydes using bio glycerol-based carbon as a recyclable catalyst
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The new bioglycerol-based carbon catalyst acts as an efficient, readily available, and reusable catalyst for the synthesis of amides, when aldehyde and hydroxylamine hydrochloride react in acetonitrile.
- Ramesh,Narayana Murthy,Karnakar,Harsha Vardhan Reddy,Nageswar,Vijay,Prabhavathi Devi,Prasad
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supporting information; experimental part
p. 2636 - 2638
(2012/06/30)
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- Novel and direct transformation of methyl ketones or carbinols to primary amides by employing aqueous ammonia
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Figur Presented A novel and direct transformation of aryl, heteroaryl, vinyl, or ethynyl methyl ketones or carbinols to corresponding primary amides has been developed. An iodine-NH3·H2O system was proven to be efficient for this reaction and afforded the expected products with good yields in aqueous media. A tandem Lieben-Haller-Bauer reaction mechanism was involved in this type of reaction and is proposed for the first time.
- Cao, Liping,Ding, Jiaoyang,Gao, Meng,Wang, Zihua,Li, Juan,Wu, Anxin
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supporting information; experimental part
p. 3810 - 3813
(2009/12/06)
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- A simple synthetic protocol for the protection of amides, lactams, ureas, and carbamates
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A new procedure for protecting the amide, lactam, urea, and carbamate NH group with a triphenylmethyl (Tr) group is described. The utility of this method is illustrated with molecules that contain other functional groups. A mild deprotection using trifluoroacetic acid makes this a useful method for attaching amide groups on resin for combinatorial synthesis.
- Reddy, Dandu R,Iqbal, Mohamed A,Hudkins, Robert L,Messina-McLaughlin, Patricia A,Mallamo, John P
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p. 8063 - 8066
(2007/10/03)
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- Antiarythmiques apparentes au procainamide III: N1-acetyl N2-(dialkylaminoalkyl)-4-alcoxybenzamidines
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Acetylation of the N--4-ethoxybenzamidine improves very much the antiarrhythmic activity of this amidine.The authors describe the preparation, structure and properties of this amidine as well as some pharmacological studies. benzamidines / N-acetylation / antiarrhythmic activity / amiodarone
- Reynaud, P,Nguyen-Tri-Xuong, E,Davrinche, C,Tran, G,Rinjard, P,et al.
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p. 245 - 250
(2007/10/02)
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- Substituted benzamide radiosensitizers
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A method for sensitizing hypoxic tumor cells to radiation using derivatives of benzamide are disclosed. Some of the compounds useful in the REFERENCE TO GOVERNMENT GRANT OR CONTRACT The invention described herein was made in the course of work under grant or contract from the National Institutes of Health.
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