63013-17-2Relevant academic research and scientific papers
Catalytic Aerobic Cross-Dehydrogenative Coupling of Azlactones en Route to α,α-Disubstituted α-Amino Acids
Tsuji, Taro,Tanaka, Takafumi,Tanaka, Tsukushi,Yazaki, Ryo,Ohshima, Takashi
supporting information, p. 4164 - 4170 (2020/06/04)
We developed a catalytic aerobic method to synthesize α,α-disubstituted α-amino acids through cross-dehydrogenative coupling of azlactones. Combining an iron catalyst with a bisoxazolidine ligand resulted in high catalytic performance, and cross-coupling with an indole proceeded smoothly under aerobic conditions. A wide variety of α-aryl and aliphatic amino acid derived azlactones were applied to the present catalysis. In addition, a quaternary carbon could be constructed using oxindole and benzofuranone under aerobic conditions.
Enantioselective iridium catalyzed α-alkylation of azlactones by a tandem asymmetric allylic alkylation/aza-Cope rearrangement
Bai, Xue-Dan,Zhang, Qing-Feng,He, Ying
supporting information, p. 5547 - 5550 (2019/05/21)
The development of an iridium catalyzed enantioselective α-alkylation of azlactones has been described. The reaction provides rapid access to a wide range of enantio-enriched quaternary carbon center allylated 2,4-diaryloxazol-5(2H)-ones in excellent yiel
Synthesis of di- and tri-substituted imidazole-4-carboxylates via PBu3-mediated [3+2] cycloaddition
Hsu, Mei-Yuan,Dietrich, Justin,Hulme, Christopher,Shaw, Arthur Y.
, p. 1538 - 1542 (2013/05/21)
Some new di- and trisubstituted imidazole-4-carboxylates were prepared from amidoacetic acids 3 in the present report. The key step to establish such imidazole- 4-carboxylates stemmed from the PBu3-mediated [3+2] cycloaddition between in situ-generated Δ2-oxazolinone 4 and ethyl cyanoformate6. Our results indicated that trisubstituted imidazoles 7-20 were afforded in better yields than those of disubstituted imidazoles 21-27. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications1 to view the free supplemental file. Copyright Taylor & Francis Group, LLC.
υ-Triazolines, XXVIII. - Reactions of 1-Aryl-4,5-dihydro-4-methylene-5-morpholino-υ-triazoles with 2,4-Diaryl-5(4h)-oxazolones
Almirante, Nicoletta,Arlandini, Emanuele,Erba, Emanuela,Pocar, Donato,Trimarco, Pasqualina
, p. 1073 - 1078 (2007/10/02)
The 5(4H)-oxazolones 1a-d with an electron-rich aryl substituent on C-2 react with 4,5-dihydro-υ-triazoles 2a-c to afford the 4--5(4H)-oxazolones 3a-i as main reaction products and 2,5-diaryl-3-pyrrolecarbaldehydes 4a-d and glycine di
REACTION BETWEEN Δ2-OXAZOLIN-5-ONES AND NITROSOBENZENE. FORMATION OF 1,2,4-OXADIAZOLINES
Rodriguez, H.,Pavez, H.,Marquez, A.,Navarrete, P.
, p. 23 - 27 (2007/10/02)
2,4-diphenyl- and 2-p-methylphenyl-4-phenyl-Δ2-oxazolin-5-ones react at 80-110 deg C with nitrosobenzene to give benzamidines.However, reactions conducted at room temperature afford in high yield, the heretofore undescribed Δ4-oxadiazolin-3-carboxylic acids by regiospecific 1,3-dipolar cycloaddition.Thermal decomposition of the oxadiazolinecarboxylic acids gives the corresponding benzamidines.
