7307-08-6Relevant articles and documents
K2CO3-Catalyzed Synthesis of 2,5-Dialkyl-4,6,7-tricyano-Decorated Indoles via Carbon-Carbon Bond Cleavage
Pike, Ryan A. S.,Sapkota, Rishi R.,Shrestha, Bijay,Dhungana, Roshan K.,Kc, Shekhar,Dickie, Diane A.,Giri, Ramesh
, p. 3268 - 3272 (2020)
We describe a novel method to synthesize 2,5-dialkyl-4,6,7-tricyanoindole derivatives from a base-catalyzed reaction of 1,3-diketones with fumaronitrile. The reaction proceeds by the condensation of two molecules of fumaronitrile and one molecule of 1,3-diketone in a remarkable process that involves the cleavage of one C(sp3)-C(sp2) bond in 1,3-diketones and the formation of one carbon-nitrogen bond and four carbon-carbon bonds to construct both the aryl and pyrrole rings of the indole in one step.
PHOSPHORESCENT MATERIAL
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Paragraph 0101; 0102, (2016/10/09)
PROBLEM TO BE SOLVED: To provide phosphorescent materials and devices having high efficiency and stability, narrow spectrum, and improved processability. SOLUTION: Compounds have formula (I), wherein: M is a metal having an atomic weight higher than 40; A
Concurrent Induction of Two Chiral Centers from Symmetrical 3,4-Disubstituted and 3,3,4-Trisubstituted 4-Pentenals Using Rh-Catalyzed Asymmetric Cyclizations
Tanaka, Masakazu,Imai, Masanori,Fujio, Masakazu,Sakamoto, Eishi,Takahashi, Miyuki,Eto-Kato, Yasuko,Wu, Xiao Ming,Funakoshi, Kazuhisa,Sakai, Kiyoshi,Suemune, Hiroshi
, p. 5806 - 5816 (2007/10/03)
Asymmetric cyclization of symmetrical 3,4-disubstituted and 3,3,4-trisubstituted 4-pentenals was studied using Rh-complexes with chiral ligands. The cyclization of symmetrical 4-pentenals 4a,b by a neutral Rh[(R)-BINAP]Cl afforded cis-3,4-disubstituted (4R)-cyclopentanones 9a,b of >95% ee in 25-31% yields; on the other hand, the cyclization of 4a-c by a cationic Rh[(R)-BINAP]ClO4 afforded trans-3,4-disubstituted (4S)-cyclopentanones 10a-c of >95% ee in 70-81% yields. All stereoisomers could be stereoselectively made by the selection of a neutral or cationic Rh-complex, and (R)- or (S)-BINAP ligand. The Rh-catalyzed cyclization could be applied to the construction of cyclopentanones 17 and 18 bearing a chiral quaternary carbon. The cyclization by the cationic Rh[(R)-BINAP]ClO4 afforded the optically active trans-3,3,4-trisubstituted cyclopentanones 18a-c of 92-95% ee in 75-83% yields. The catalytic cycle was also studied by using deuterium aldehyde, and the tentative mechanisms of the enantio- and diastereoselection were proposed.