131968-75-7Relevant academic research and scientific papers
Triphosgene, an efficient acid activator for the Staudinger reaction
Krishnaswamy,Bhawal,Deshmukh
, p. 417 - 419 (2000)
An efficient one-step synthesis of β-lactams by the reaction of imines with acids in the presence of triphosgene and triethylamine has been described.
Preparation of 2-azetidinones by cyclocondensation of carboxylic acids and imines via diphosphorustetraiodide
Zarei, Maaroof,Maaqooli, Fatemeh
, p. 523 - 527 (2016)
One-pot mild synthesis of 2-azetidinones was carried out by the reaction of imines and carboxylic acids in dry dichloromethane at room temperature using diphosphorus tetraiodide. It was also applied for synthesis of 3-spiro-2-azetidinones. The synthesized
Microwave-induced cycloaddition of imines with acid chlorides in absence of a tertiary amine: Unprecedented synthesis of β-lactams in dimethylformamide
Yadav, Ram Naresh,Chavez, Ashlee,Banik, Bimal Krishna
, p. 1365 - 1367 (2020/06/27)
Synthesis β-lactams in N,N-dimethylformamide proceeds through cycloaddition of acid chlorides with imines in a domestic microwave oven in the absence of a tertiary base. This is an unprecedented observation.
A mild and selective reduction of β-lactams: Rh-catalyzed hydrosilylation towards important pharmacological building blocks
Bornschein, Christoph,Lennox, Alastair J. J.,Werkmeister, Svenja,Junge, Kathrin,Beller, Matthias
supporting information, p. 1915 - 1919 (2015/03/18)
Four-membered N-heterocyclic compounds exhibit a broad range of pharmacological activities. Herein, we report a useful rhodium-catalyzed protocol for the activation of phenylsilane to reduce tertiary β-lactams. Reaction with the tertiary amides was select
Facile stereoselective synthesis of cis- and trans-3-alkoxyazetidin-2-ones
Bhalla, Aman,Venugopalan, Paloth,Bari, Shamsher S.
, p. 8291 - 8302 (2007/10/03)
A highly stereoselective synthesis of cis- and trans-3-alkoxy-3-phenyl/benzylthioazetidin-2-ones is described. The reaction of α-chlorosulfide-β-lactams with various alcohols catalyzed by a Lewis acid such as ZnCl2 in the presence of molecular
Synthesis of azetidin-2-one via in situ generated acid chlorides using hexachloroacetone-triethylphosphite
Arun,Govande,Deshmukh,Bhawal
, p. 856 - 857 (2007/10/03)
A one step synthesis of azitidine-2-ones 3a-i has been described by the reaction of imines 2 with acids 1 in the presence of hexachloroacetone, triethylphosphite and triethylamine.
Triphosgene: A versatile reagent for the synthesis of azetidin-2-ones
Krishnaswamy,Govande,Gumaste,Bhawal,Deshmukh
, p. 2215 - 2225 (2007/10/03)
An efficient use of triphosgene, as an acid activator, for the synthesis of substituted azetidin-2-ones via ketene-imine cycloaddition reaction using various acids and imines have been described.
Synthesis of azetidin-2-ones from imines and acids using trichloroacetonitrile-triphenylphosphine reagent
Govande,Arun,Deshmukh,Bhawal
, p. 4177 - 4182 (2007/10/03)
A one step synthesis of azetidin-2-ones (3a-j) has been described by the reaction of imines (1) with acids (2) in presence of trichloroacetonitrile, triphenylphosphine and triethylamine.
An improved method for the stereoselective synthesis of β-lactams from carboxylic acids and imines
Georg, Gunda I.,Mashava, Peter M.,Guan, Xiangming
, p. 581 - 584 (2007/10/02)
Carboxylic acids activated with Mukaiyama's reagent (2-chloro-N-methylpyridinium iodide) reacted with imines to produce β-lactams in good yields and with high stereoselectivity. The utilization of three equivalents of tripropylamine as the base was necess
Highly stereoselective synthesis of α-hydroxy β-amino acids through β-lactams: Application to the synthesis of the taxol and bestatin side chains and related systems
Palomo,Arrieta,Cossio,Aizpurua,Mielgo,Aurrekoetxea
, p. 6429 - 6432 (2007/10/02)
Formation of α-hydroxy β-lactams, followed by chemical elaboration at C4 and further β-lactam cleavage afforded functionalised α-hydroxy β-amino acids or their derivatives in a highly stereoselective manner.
