3813-27-2Relevant academic research and scientific papers
Palladium-catalyzed C-N bond activation: The synthesis of β-amino acid derivatives from triethylamine and acrylates
Zou, Bo,Jiang, Huan-Feng,Wang, Zhao-Yang
, p. 4600 - 4604 (2007)
In the palladium-catalyzed reaction of acrylates, C-N bond activation and acetalization occurred under different conditions. Described herein is a highly efficient palladium-catalyzed C-N bond activation reaction and subsequent new C-N bond formation to directly construct β-amino acids from triethylamine and acrylate esters in isolated yields of up to 95%. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Probing Carbocatalytic Activity of Carbon Nanodots for the Synthesis of Biologically Active Dihydro/Spiro/Glyco Quinazolinones and Aza-Michael Adducts
Majumdar, Biju,Mandani, Sonam,Bhattacharya, Tamalika,Sarma, Daisy,Sarma, Tridib K.
, p. 2097 - 2106 (2017/02/26)
Herein, we report the fluorescent carbon dots as an effective and recyclable carbocatalyst for the generation of carbon-heteroatom bond leading to quinazolinone derivatives and aza-Michael adducts under mild reaction conditions. The results establish this nanoscale form of carbon as an alternative carbocatalyst for important acid catalyzed organic transformations. The mild surface acidity of carbon dots imparted by -COOH functionality could effectively catalyze the formation of synthetically challenging spiro/glycoquinazolinones under the present reaction conditions.
On-water magnetic NiFe2O4 nanoparticle-catalyzed Michael additions of active methylene compounds, aromatic/aliphatic amines, alcohols and thiols to conjugated alkenes
Payra, Soumen,Saha, Arijit,Banerjee, Subhash
, p. 95951 - 95956 (2016/10/25)
Here, we have demonstrated the Michael addition of active methylene compounds, aromatic/aliphatic amines, thiols and alcohols to conjugated alkenes using magnetic nano-NiFe2O4 as reusable catalyst in water. Nano-NiFe2O4 efficiently catalyzed the formation of C-C and C-X (X = N, S, O etc.) bond through 1,4-addition reactions.
Graphene oxide: An efficient and reusable carbocatalyst for aza-Michael addition of amines to activated alkenes
Verma, Sanny,Mungse, Harshal P.,Kumar, Neeraj,Choudhary, Shivani,Jain, Suman L.,Sain, Bir,Khatri, Om P.
supporting information; experimental part, p. 12673 - 12675 (2012/01/05)
Graphene oxide was found to be a highly efficient, reusable and cost-effective organocatalyst for the aza-Michael addition of amines to activated alkenes to furnish corresponding β-amino compounds in excellent yields. The Royal Society of Chemistry 2011.
An efficient biomaterial supported bifunctional organocatalyst (ES-SO 3- C5H5NH+) for the synthesis of β-amino carbonyls
Verma, Sanny,Jain, Suman L.,Sain, Bir
experimental part, p. 2314 - 2318 (2011/05/02)
A biomaterial supported organocatalyst, readily synthesized by the reaction of chemically modified sulfonic group containing expanded corn starch with pyridine exhibited excellent catalytic activity for the synthesis of β-amino carbonyls in excellent yields via aza-Michael addition of amines to electron deficient alkenes. A remarkable enhancement in the reaction rates was observed with the prepared bifunctional organocatalyst in comparison to the either starch grafted sulfonic acid or the corresponding homogeneous pyridinium p-toluenesulfonate.
Silicon tetrachloride catalyzed aza-michael addition of amines to conjugated alkenes under solvent-free conditions
Azizi, Najmedin,Baghi, Roya,Ghafuri, Hossein,Bolourtchian, Mohammad,Hashemi, Mohammad
experimental part, p. 379 - 382 (2010/04/03)
The efficient and very simple conjugate addition of aromatic and aliphatic amines to α,β-unsaturated carbonyl compounds under solvent-free conditions in the presence of catalytic amount of silicon tetrachloride is reported. The reaction of aryl and alkyl amines with different Michael acceptors gave the corresponding Michael adducts with simple catalyst and good to excellent yields. Georg Thieme Verlag Stuttgart New York.
Silica gel accelerated aza-Michael addition of amines to α,β-unsaturated amides
You, Lisha,Feng, Song,An, Rui,Wang, Xinhong,Bai, Donglu
, p. 5147 - 5149 (2008/12/20)
A novel method to synthesize β-amino amide has been developed via conjugated addition of amine to bulky α,β-unsaturated amides promoted by silica gel. The silica gel worked efficiently to accelerate the reaction and afforded the related adduct in good to excellent yield.
Significant rate acceleration of the aza-Michael reaction in water
Ranu, Brindaban C.,Banerjee, Subhash
, p. 141 - 143 (2007/10/03)
The addition of amines to conjugated alkenes has been carried out in water at room temperature very efficiently without any catalyst. Significant rate acceleration of this reaction is observed in water compared to organic solvents.
Efficient, simple preparation of 1,3-diamine derivatives through addition of acrylamides with secondary amines
Liu, Yi,Hua, Ruimao,Qiu, Xianqing
, p. 1375 - 1380 (2007/10/03)
Reaction of acrylamides with secondary amines results in the formation of β-amino-propionamide through the addition reaction of N-H bond of amines across the double bond of acrylamides in the good to excellent yield. The structure of 2-methyl-3-(1-piperidinyl)-propionamide has been determined by X-ray analysis. Copyright Taylor & Francis, Inc.
Boric acid: A novel and safe catalyst for aza-Michael reactions in water
Chaudhuri, Mihir K.,Hussain, Sahid,Kantam, M. Lakshmi,Neelima
, p. 8329 - 8331 (2007/10/03)
Boric acid efficiently catalyzes the conjugate addition of aliphatic amines to α,β-unsaturated compounds to produce β-amino compounds, with great alacrity and excellent yields, in water under mild conditions. Aromatic amines do not participate effectively in the reaction.
