1345987-89-4Relevant academic research and scientific papers
An organophotoredox-catalyzed redox-neutral cascade involving: N -(acyloxy)phthalimides and allenamides: Synthesis of indoles
Das, Sanju,Azim, Aznur,Hota, Sudhir Kumar,Panda, Satya Prakash,Murarka, Sandip,De Sarkar, Suman
, p. 13130 - 13133 (2021/12/16)
An organophotoredox-catalyzed radical cascade of allenamides and alkyl N-(acyloxy)phthalimides for the synthesis of indoles is documented. The method features mild and robust reaction conditions, and exhibits broad scope. The tandem process enriches the l
Gold-Catalyzed 1,2-Oxyalkynylation of N-Allenamides with Ethylnylbenziodoxolones
Banerjee, Somsuvra,Senthilkumar, Beeran,Patil, Nitin T.
, p. 180 - 184 (2019/01/11)
A gold-catalyzed 1,2-oxyalkynylation of N-allenamides with ethylnylbenziodoxolones (EBXs) has been achieved for the first time. The reaction, which follows a redox-neutral Au(I)/Au(III) catalytic pathway, was enabled in an attempt to exhaust the EBX reagents atom-economically by putting the nucleophilic carboxylate part of EBXs to appropriate use. This constitutes the first example for gold-catalyzed β-alkynylation of N-allenamides to construct highly valuable 1,3-enynes. The potential of the sequence is further documented by some follow-up transformations.
Enantioselective Oxidative (4+3) Cycloadditions between Allenamides and Furans through Bifunctional Hydrogen-Bonding/Ion-Pairing Interactions
Villar, Laura,Uria, Uxue,Martínez, Jose I.,Prieto, Liher,Reyes, Efraim,Carrillo, Luisa,Vicario, Jose L.
, p. 10535 - 10538 (2017/08/22)
BINOL-based N-trifluoromethanesulfonyl phosphoramides catalyze the enantioselective (4+3) cycloaddition between furans and oxyallyl cations, the latter being generated in situ by oxidation of allenamides. The chiral organic phosphoramide counteranion is proposed to engage in the activation of the oxyallyl cation intermediate through cooperative hydrogen-bonding and ion-pairing interactions, enabling an efficient chirality transfer that provide the final adducts with high diastereo- and enantioselectivities. Remarkably, the reaction shows a wide substrate scope that includes a variety of substituted allenamides and furans.
Regio- and stereoselective synthesis of 1,4-dienes
Oishi, Shigeki,Hatano, Keisuke,Tsubouchi, Akira,Takeda, Takeshi
body text, p. 11639 - 11640 (2011/12/02)
Titanocene(ii)-promoted cross-coupling between (Z)-alkenyl methyl sulfones and terminal allenes produced 1,4-dienes regioselectively via the formation of 2-alkylidenetitanacyclopentanes. Preferential formation of E,Z-dienes was observed in the reaction us
