65430-29-7Relevant academic research and scientific papers
An efficient catalyst-free one-pot synthesis of primary amides from the aldehydes of the Baylis-Hillman reaction
Narendar Reddy, Thatikonda,Raktani, Bikshapathi,Perla, Ramesh,Ravinder, Mettu,Vaidya, Jayathirtha Rao,Babu, N. Jagadeesh
, p. 9203 - 9209 (2017/08/29)
Herein, a facile and efficient method for the preparation of allyl amides from the aldehyde of Baylis-Hillman adducts has been developed using a hydroxylamine/methanol system under a catalyst-free condition. The effects of solvents and temperature on the reaction and substituents on the phenyl ring have been examined. This method is best demonstrated by its advantages such as operational simplicity, moderate to excellent yields, short reaction time, and simple reaction procedure. Most importantly, the reaction proceeds smoothly in the absence of a catalyst and an external oxidant.
Design, synthesis, and biological evaluation of 4-H pyran derivatives as antimicrobial and anticancer agents
Reddy, Thatikonda Narendar,Ravinder, Mettu,Bikshapathi, Raktani,Sujitha, Pombala,Kumar, C. Ganesh,Rao, Vaidya Jayathirtha
, p. 2832 - 2844 (2017/10/06)
A series of pyran derivatives (5–27) were synthesized in good yields by utilizing Baylis–Hillman chemistry and were further investigated for their in vitro anticancer, antibacterial, and antifungal activities. Most of the tested compounds exhibited promis
Hypervalent iodine catalysis for selective oxidation of Baylis-Hillman adducts via in situ generation of o-iodoxybenzoic acid (IBX) from 2-iodosobenzoic acid (IBA) in the presence of oxone
Bikshapathi, Raktani,Prathima, Parvathaneni Sai,Rao, Vaidya Jayathirtha
supporting information, p. 10300 - 10304 (2016/12/07)
An efficient, environmentally benign, eco-friendly protocol for selective oxidation of primary and secondary Baylis-Hillman alcohols to the corresponding carbonyl compounds has been developed. We have demonstrated the catalytic use of o-iodoxybenzoic acid
Synthesis and biological evaluation of new epalrestat analogues as aldose reductase inhibitors (ARIs)
Reddy, Thatikonda Narendar,Ravinder, Mettu,Bagul, Pankaj,Ravikanti, Keerthi,Bagul, Chandrakant,Nanubolu, Jagadeesh Babu,Srinivas, Kolupula,Banerjee, Sanjay K.,Rao, Vaidya Jayathirtha
, p. 53 - 66 (2014/01/06)
Baylis-Hillman chemistry derived four series of new epalrestat analogues were synthesized. Three structural changes are introduced in these 39 new epalrestat analogues synthesized. All compounds were evaluated for their in vitro aldose reductase inhibitor
Ionic liquid [Hmim]HSO4-promoted one-pot oxidative conjugate addition of sulfur-centred nucleophiles to Baylis-Hillman adducts
Yadav, Lal Dhar S.,Srivastava, Vishnu P.,Patel, Rajesh
, p. 3142 - 3146 (2008/09/20)
The first example of the one-pot oxidative conjugate addition of sulfur-centred nucleophiles to Baylis-Hillman adducts is reported. The reaction involves oxidation of Baylis-Hillman adducts with NaNO3 in the Br?nsted acidic ionic liquid [Hmim]H
Process for preparation of pyridine derivatives
-
Page/Page column 8, (2010/02/10)
The present invention relates to a process for the manufacture of compounds of formula wherein the substituents are as described herein which comprises the steps of a) reacting a compound of formula with a compound of formula to form a compound of formula b) converting the OH/═O function of compounds of formula XIV/XIVa into a leaving group P with a reagent containing a leaving group, selected from POCl3, PBr3, MeI and (F3CSO2)2O to form a compound of formula wherein P is halogen or trifluoromethanesulfonate; c) substituting R2 for the leaving group P by reacting compound XV with HR2 to form a compound of formula and d) hydrolyzing the nitrile function in an acidic medium selected from H2SO4, HCl and acetic acid, to form a compound of formula I The compounds of formula I are valuable intermediates for the manufacture of therapeutically active compounds which have NK-1 antagonist activity.
A facile synthesis of [E]-α-cyanocinnamic aldehydes from Baylis-Hillman adducts
Ravichandran
, p. 2185 - 2188 (2007/10/03)
A facile synthesis of stereochemically pure [E]-α-cyanocinnamic aldehydes from Baylis-Hillman adducts is described.
Applications of the baylis-hillman adducts in organic synthesis: A facile synthesis of [E]-α-cyanocinnamyl alcohols and [E]-α-cyanocinnamic aldehydes
Basavaiah, Deevi,Kumaragurubaran, Nagaswamy,Padmaja, Kisari
, p. 1630 - 1632 (2007/10/03)
Aqueous sulfuric acid mediated transformation of the Baylis-Hillman adducts, i.e. 3-aryl-3-hydroxy-2-methylenepropanenitriles, into [E]-α- cyanocinnamyl alcohols and subsequent oxidation with PCC leading to the formation of stereochemically pure [E]-α-cya
Ring Transformation of Isoxazoles into Furan and Pyran Derivatives
Ciller, Juan A.,Martin, Nazario,Seoane, Carlos,Soto, Jose L.
, p. 2581 - 2584 (2007/10/02)
A ring transformation of isoxazole into 3,5-dicyano-4H-pyran-2-amines (4) and N-arylidenefuran-2-amines (7) is reported.It involves a ring opening of the isoxazole ring in the presence of an aromatic aldehyde, leading to 2-arylidene-3-oxopropanenitrile (2), followed by nucleophilic attack by either cyanide or propanedinitrile and then heterocyclization.The reaction can also be applied to 5-substituted isoxazoles.
Preparation of α-cyanocinnamaldehydes
-
, (2008/06/13)
Benzaldehydes are reacted with cyanoacetaldehyde, for which reaction the cyanoacetaldehyde can be produced from isoxazole in a basic medium. The reaction gives α-cyanocinnamaldehydes, the hydrogenation of which gives the corresponding dihydrocinnamyl comp
