918155-94-9Relevant academic research and scientific papers
Azomethine ylide cycloaddition of 1,3-dienyl esters: highly regio- and diastereoselective synthesis of functionalized pyrrolidinochromenes
Agarwal, Vishal,Bakthadoss, Manickam,Mushaf, Mohammad,Reddy, Tadiparthi Thirupathi,Sharada, Duddu S.
, p. 778 - 782 (2022/02/03)
An efficient protocol for the synthesis of tricyclic pyrrolidinochromenes has been developed via an intramolecular 1,3-dipolar cycloaddition of azomethine ylides generated in situ from 1,3-dienyl ester tethered O-hydroxyarylaldehyde and glycine esters. The reaction is highly regio- and diastereoselective in nature and provided the potentially bioactive pyrrolidine fused tricyclic cycloadducts in excellent yields with wide substrate scope. Interestingly this reaction constructs two rings and four contiguous stereogenic centers in which one of them is an all carbon quaternary center in a unique fashion. This journal is
4-(Dimethylamino)pyridine as a catalyst for the lactonization of 4-hydroxy-2-methylenebutanoate esters
Nicponski, Daniel R.
supporting information, p. 2075 - 2077 (2014/04/03)
The catalytic action of 4-(dimethylamino)pyridine (DMAP) in lactonizing 4-hydroxy-2-methylenebutanoate esters to 2-methylene-γ-butyrolactones is described. The use of DMAP, which functions as an excellent complement to the more traditional acid-catalyzed lactonization protocol, allows for the synthesis of 2-methylene-γ-butyrolactones containing acid-sensitive groups under essentially neutral conditions.
Diastereoselective synthesis of α-(aminomethyl)-γ-butyrolactones via a catalyst-free aminolactonization
Ramachandran, P. Veeraraghavan,Nicponski, Daniel R.
supporting information, p. 15216 - 15219 (2015/01/08)
An auto-catalytic domino reaction, presumably involving an aza-Michael reaction, proton transfer, and lactonization, furnishing α-(aminomethyl)-γ-butyrolactones in near quantitative yields and excellent diastereoselectivity is described.
Palladium-catalyzed domino cyclization (5-exo/3-exo), ring- expansion by palladium rearrangement, and aromatization: An expedient synthesis of 4-arylnicotinates from Morita-Baylis-Hillman adducts
Kim, Ko Hoon,Kim, Se Hee,Lee, Hyun Ju,Kim, Jae Nyoung
supporting information, p. 1977 - 1983 (2013/08/23)
Various 4-arylnicotinate derivatives were synthesized via a palladium-catalyzed cascade reaction of N-(2-bromoallyl)-N-cinnamyltosylamides in a one-pot procedure in good yields. The reaction involves a domino 5-exo/3-exo carbopalladation, ring-expansion b
Synthesis of 1,3-thiazine-2,4-diones with potential anticancer activity
Ferreira, Misael,Assun??o, Laura Sartori,Filippin-Monteiro, Fabíola Branco,Creczynski-Pasa, Tania Beatriz,Sá, Marcus Mandolesi
, p. 411 - 418 (2013/11/19)
2-Amino-1,3-thiazin-4-ones were subjected to acetylation followed by mild acid hydrolysis to give compounds containing the 1,3-thiazine-2,4-dione core. The potential of these S,N-containing heterocycles as antitumor agents against human cancer cell lines,
Microwave-assisted synthesis of the (E)-α-methylalkenoate framework from multifunctionalized allylic phosphonium salts
Meier, Lidiane,Ferreira, Misael,Sa, Marcus M.
scheme or table, p. 179 - 186 (2012/07/14)
A convenient and general microwave-assisted method for the synthesis of stereochemically defined α-methylalkenoic acids and esters from allylic phosphonium salts in a basic aqueous medium is described. A selective preparation of acids or esters was dependent on the base (NaOH or NaHCO 3) employed in the reaction and could be achieved with good to excellent yields under mild conditions in the absence of hydrides and reducing agents.
Fast and efficient preparation of Baylis-Hillman-derived (E)-allylic azides and related compounds in aqueous medium
Sá, Marcus M.,Ramos, Marcia D.,Fernandes, Luciano
, p. 11652 - 11656 (2007/10/03)
A practical access to alkyl- and aryl-substituted (E)-2-(azidomethyl)alkenoates and related azido compounds from the corresponding allylic bromides in aqueous acetone is described. An alternative method to obtain the starting bromides based on heterogeneo
