1485-70-7Relevant articles and documents
Highly selective amidation of benzylic alcohols with nitriles. A modified ritter reaction
Firouzabadi,Sardarian,Badparva
, p. 601 - 607 (1994)
Benzyl alcohols react selectively with different nitriles in the presence of a catalytic amount of boron trifluoride and produce amides in high yields. Deactivated p-nitrobenzyl, allylic, primary, secondary, and tertiary saturated alcohols do not react.
Rapid multiphase carbonylation reactions by using a microtube reactor: Applications in positron emission tomography 11C-radiolabeling
Miller, Philip W.,Long, Nicholas J.,De Mello, Andrew J.,Vilar, Ramon,Audrain, Helene,Bender, Dirk,Passchier, Jan,Gee, Antony
, p. 2875 - 2878 (2007)
Taking the tube: A silica-supported palladium catalyst packed into teflon tubing is a simple, low-cost, and effective method for carrying out carbonylative cross-coupling reactions of arylhalides with amines and radiolabeled carbon monoxide gas. In carbonylation reactions, the microtube reactor displays enhanced yields over a short time period (12 min) compared with batch methods. (Chemical Equation Presented).
2-Pyridon-1-yl Diphenyl Phosphate. A Useful New Reagent for the Synthesis of Amides and Peptides
Kim, Sunggak,Kim, Sung Soo
, p. 719 (1986)
2-Pyridon-1-yl diphenyl phosphate is found to be a useful coupling agent for the synthesis of amides and practically racemization-free peptides.
High-load, oligomeric monoamine hydrochloride: facile generation via ROM polymerization and application as an electrophile scavenger
Stoianova, Diana S.,Yao, Lei,Rolfe, Alan,Samarakoon, Thiwanka,Hanson, Paul R.
, p. 4553 - 4555 (2008)
A new high-load, oligomeric monoamine hydrochloride (OMAm·HCl) derived from ring-opening metathesis polymerization (ROMP) of norbornene methylamine is reported. This oligomeric amine has been shown to be an effective scavenger of acid chlorides, sulfonyl chlorides, and isocyanates. The reagent can be synthesized in a straightforward protocol from the Diels-Alder reaction of dicyclopentadiene (DCPD) 1 with allylamine (neat), formation of the corresponding ammonium salt and subsequent ROM polymerization to afford the desired oligomeric ammonium salts.
Reaction of nitrones with trimethylsilyiketene
Takaoka, Kiyo,Aoyama, Toyohiko,Shioiri, Takayuki
, p. 3017 - 3020 (1999)
Trimethylsilylketene smoothly reacts with α,N-diarylnitrones to give oxindoles in good yields. On the other hand, the reaction of trimethylsilylketene with N-arylmethylnitrones gives a mixture of N,N- diacylamines and N-acylamines.
Ru(II)-Catalyzed C-H Activation: Amide-Directed 1,4-Addition of the Ortho C-H Bond to Maleimides
Keshri, Puspam,Bettadapur, Kiran R.,Lanke, Veeranjaneyulu,Prabhu, Kandikere Ramaiah
, p. 6056 - 6065 (2016)
Maleimide has been used as a selective coupling partner to generate conjugate addition products exclusively. The typical Heck-type oxidative coupling that occurs when alkenes are used is avoided by choosing maleimide as an alkene, which cannot undergo β-hydride elimination due to the unavailability of a syn-periplanar β-hydrogen atom. The amide nitrogen, which is notorious for undergoing tandem reactions to generate spirocyclic or annulation products under cross-coupling conditions, remains innocent in this report. Along with the substrate scope, a robustness screen has been performed to analyze the performance of amide as a directing group in the presence of other directing groups and also to examine the tolerance of the reaction conditions for other frequently encountered functional groups.
Photocatalytic Generation of Nitrenes for Rapid Diaziridination
Mondal, Ramij R.,Khamarui, Saikat,Maiti, Dilip K.
, p. 5964 - 5967 (2017)
A blue LED, an organic photocatalyst (rose bengal), and the Lewis acid like oxidant PhI(OAc)2 were utilized to generate nitrene intermediates through reactions of 1,2-diols and aliphatic amines under mild reaction conditions. A versatile and rapid diaziridination strategy was established to construct functionalized 1,2-disubstituted diaziridines, diaziridines with chiral substituents, and 1,2,3-trisubstituted analogues with excellent reaction rates, yields, and stereoselectivities. Control and labeling experiments to elucidate the mechanism of this elegant metal-free photocatalyzed cyclization reaction were performed.
In situ synthesis of metallophthalocyanines into pores of MIL-101: A novel and green strategy for preparation of host–guest catalysts
Boroujeni, Mahmoud Borjian,Hashemzadeh, Alireza,Shaabani, Ahmad,Amini, Mostafa M.
, (2017)
A novel strategy is developed to encapsulate metallophthalocyanines (MPcs, M?=?Cu, Ni and Co) into MIL-101 to give MPcs@MIL-101 via in situ synthesis of MPcs from component fragments in 1-butyl-3-methylimidazolium bromide as an ionic liquid. This strategy overcomes some drawbacks of existing methods for encapsulation of MPcs into metal–organic frameworks. The chemical and structural properties of MPcs@MIL-101 were determined using scanning electron microscopy, powder X-ray diffraction, and Fourier transformation infrared and flame atomic absorption spectroscopies. The results showed that CuPc@MIL-101, which was used as a ‘ship-in-a-bottle’ catalyst, demonstrates excellent catalytic performance in the oxidative amidation of aldehydes with amine salts. It is confirmed that CuPc@MIL-101 can be reused up to five times without significant loss of its activity.
Rapid carbonylative coupling reactions using palladium(i) dimers: Applications to 11CO-radiolabelling for the synthesis of PET tracers
Buscemi, Gabriella,Miller, Philip W.,Kealey, Steven,Gee, Antony D.,Long, Nicholas J.,Passchier, Jan,Vilar, Ramon
, p. 3499 - 3503 (2011)
Palladium dimers with sterically hindered phosphines have been shown to be excellent pre-catalysts for the aminocarbonylation of aryl halides to yield amides and one of them has been successfully employed as a pre-catalyst for the synthesis of 11C-radiolabelled amides for PET imaging.
Application of thio-Ugi adducts for the preparation of benzo[ b ]thiophene and S-heterocycle library via copper catalyzed intramolecular C-S bond formation
Kim, Yong-Sang,Kwak, Se Hun,Gong, Young-Dae
, p. 365 - 373 (2015)
Fused heterocycles, such as benzo[b]thiophene, thiochroman, benzo[b][1,4]thiazine, and 1,4-benzothiazepine were generated from thio-Ugi adducts containing a thioamide group through copper-catalyzed intramolecular C-S bond formation under microwave irradiation.
