25102-87-8Relevant articles and documents
Determining enantiomeric composition of disparlure
Oliver,Waters
, p. 199 - 211 (1995)
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Alternative synthesis and novel oxidizing ability of 6,9-disubstituted cyclohepta[b]pyrimido[5,4-d]pyrrole-8(6H),10(9H)-dione derivatives
Naya, Shin-Ichi,Iida, Yusuke,Nitta, Makoto
, p. 459 - 467 (2004)
Synthesis of 6,9-disubstituted cyclohepta[b]pyrimido[5,4-d]pyrrole-8(6H), 10(9H)-diones 7a-g was accomplished by ring opening and ring closure sequences of 9-substituted cyclohepta[b]pyrimido[5,4-d]furan-8,10(9H)-dione derivatives induced by several amines. Furthermore, alternative synthetic methodology for compounds 7a-e was also accomplished by single-step reaction of 2-chlorotropone with 6-aminouracil derivatives under mild conditions. X-ray crystal analysis of 7a was carried out to clarify the structural characteristics. The properties of 7a-e were studied by the UV-vis spectra and reduction potentials (-1.24 to -1. 39 V vs Ag/AgNO3). Novel photo-induced oxidation reaction of 7a-d toward some amines under aerobic conditions was carried out to give the corresponding imines in more than 100% yield [based on compounds 7a-d], suggesting the oxidation reaction occurs in an autorecycling process.
Origin of Mutarotation in Some N-Substituted Ketimines
Arjona, Odon,Perez-Ossorio, Rafael,Perez-Rubalcaba, Alfredo,Plumet, Joaquin,Santesmases, Maria J.
, p. 2624 - 2626 (1984)
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Bioinspired manganese complex for room-temperature oxidation of primary amines to imines by t-butyl hydroperoxide
Lei, Lin,Chen, Yaju,Feng, Zhenfeng,Deng, Chunyan,Xiao, Yepeng
, (2021/02/21)
A sustainable method is developed for the selective and additive-free synthesis of imines from primary amines with TBHP catalyzed by bioinspired manganese complex (MnCl2(TPA)) at room temperature. Use of 0.2 mol % MnCl2(TPA) was efficient enough for this transformation by offering excellent conversions up to 98.2% along with 93.4% product yield within 1 h. The influence of reaction parameters (catalyst dosage, solvent, reaction temperature, time, etc.) on the catalytic performance was also investigated in detail. Building on these results, the selected MnCl2(TPA) was further employed to transform various primary amines into corresponding imines and exhibited good compatibility even for the challenging aliphatic amine. The high efficiency, combining with a large substrate scope and ambient reaction conditions, makes the developed bioinspired Mn complex/TBHP system a promising pathway to produce imines. This work also paves a way to the expansion of non-heme metal catalysts as efficient platforms for various oxidation reactions.
Design and synthesis of 3,3′-triazolyl biisoquinoline N,N’-dioxides via Hiyama cross-coupling of 4-trimethylsilyl-1,2,3-triazoles
Sun, Shiyu,Reep, Carlyn,Zhang, Chenrui,Captain, Burjor,Peverati, Roberto,Takenaka, Norito
supporting information, (2021/09/16)
A new strategy to effectively lock the conformation of substituents at the 3,3′-positions of axial-chiral biisoquinoline N,N’-dioxides was developed based on the strong dipole–dipole interaction between 1,2,3-triazole and pyridine N-oxide rings. The crystal structure and the DFT calculations of 3,3′-bis(1-benzyl-1H-1,2,3-triazole-4-yl)-1,1′-biisoquinoline N,N’-dioxide (3a) provided strong support for this strategy. Furthermore, we successfully demonstrated that readily available 4-trimethylsilyl-1,2,3-triazoles are viable nucleophiles for Hiyama cross-coupling.
