46852-30-6Relevant academic research and scientific papers
Visible Light-Induced Regioselective Cycloaddition of Benzoyl Azides and Alkenes to Yield Oxazolines
Bellotti, Peter,Brocus, Julien,El Orf, Fatima,Selkti, Mohamed,K?nig, Burkhard,Belmont, Philippe,Brachet, Etienne
, p. 6278 - 6285 (2019)
Visible light catalysis allows the regioselective synthesis of oxazolines in high yields. The mild photosensitized manifold leverages the intermolecular formation of oxazolines with a wide functional group tolerance on both benzoyl azides and alkenes part
Copper-catalyzed aerobic aliphatic C-H oxygenation directed by an amidine moiety
Wang, Yi-Feng,Chen, Hui,Zhu, Xu,Chiba, Shunsuke
, p. 11980 - 11983 (2012/09/08)
A method for the oxygenation of tertiary C-H bonds of N-alkylamidines and N-(2-alkylaryl)amidines is described that utilizes the CuBr?SMe 2/2,2′-bipyridine catalytic system under an O2 atmosphere and provides dihydrooxazoles and 4H-1,3-benzoxazines. The oxygen atom is incorporated from atmospheric molecular oxygen during the present process.
Asymmetric N1 unit transfer to olefins with a chiral nitridomanganese complex: Novel stereoselective pathways to aziridines or oxazolines
Nishimura, Masaaki,Minakata, Satoshi,Takahashi, Toru,Oderaotoshi, Yoji,Komatsu, Mitsuo
, p. 2101 - 2110 (2007/10/03)
Chiral nitridomanganese complex 1 was found to be a highly potential N1 unit source for the asymmetric synthesis of aziridines and 2-oxazolines from olefins such as styrene and its derivatives. When sulfonyl chlorides were employed as activators of the complex in the presence of pyridine, pyridine N-oxide, and a silver salt, the reaction of olefins with complex 1 proceeded smoothly to afford the N-sulfonylated aziridines. The aziridination of styrene derivatives with complex 1 using 2-trimethylsilylethanesulfonyl chloride (SESC1) gave the N-SES-aziridines, which were easily converted into chiral N-unsubstituted aziridines. It was found that the reaction was applicable to the asymmetric synthesis of 2-oxazolines from olefins when acyl chlorides were employed as activators. Complex I provided an effective asymmetric environment for trans-disubstituted styrenes in the reaction (up to 92% ee). This is the first example of a direct asymmetric synthesis of 2-oxazolines from olefins. Additional experiments, conducted during the course of this investigation, suggest that the isomerization of the N-acylaziridine intermediate is involved in this reaction.
Regioselective Cycloadditions of N-Protonated Azomethine Ylides and 2-Azaallyl Anions Generated from N-(Silylmethyl) Thioimidates, Synthetic Equivalents of Nonstabilized Nitrile Ylides
Tsuge, Otohiko,Kanemasa, Shuji,Yamada, Toshiaki,Matsuda, Koyo
, p. 2523 - 2530 (2007/10/02)
A water-induced-desilylation method and a direct-desilylation method have been applied to N-(silylmethyl) thioimidates to lead to the generation of N-protonated azomethine ylides and 2-azaallyl anions, respectively.These reactive intermediates are capture
ISOQUINOLINE SYNTHESES VIA 2-OXAZOLINES. PART V. SYNTHESES OF 4-ALKYL-1-PHENYLISOQUINOLINES BY PICTET-GAMS REACTION
Kopczynski, Tomasz
, p. 375 - 386 (2007/10/02)
Conditions necessary for transformation of hydroxyamides (4) and 2-oxazolines (5) into 4-alkyl-1-phenylisoquinolines have been established.The mechanism of the Pictet-Gams reaction claiming the existence of protonated oxazolines (7) and unsaturated amides
