1268238-84-1Relevant articles and documents
Sequential Addition of Amines to Nitrile and Carbon-Carbon Multiple Bond: A Route to 7-Amino-5 H-dibenzo[ c,e]azepines
Hu, Kun,Liu, Ruiting,Zhou, Xigeng
supporting information, p. 6946 - 6950 (2021/09/11)
A rare earth metal-catalyzed sequential inter- and intramolecular C-N bond formation of 2-nitrile-2′-alkenyl(alkynyl)biphenyls with amines has been developed, which provides a straightforward and efficient access to a range of new functional dibenzo[c,e]azepines. This represents the first examples of direct construction of seven-membered azaheterocycle from unsaturated nitriles and amines. Such transformations have the advantages of avoiding the use of additives, easily available starting materials, step- and high atom-economy, mild reaction conditions, and high selectivity.
Enantioselective Folding of Enynes by Gold(I) Catalysts with a Remote C2-Chiral Element
Zuccarello, Giuseppe,Mayans, Joan G.,Escofet, Imma,Scharnagel, Dagmar,Kirillova, Mariia S.,Pérez-Jimeno, Alba H.,Calleja, Pilar,Boothe, Jordan R.,Echavarren, Antonio M.
supporting information, p. 11858 - 11863 (2019/08/20)
Chiral gold(I) catalysts have been designed based on a modified JohnPhos ligand with a distal C2-2,5-diarylpyrrolidine that creates a tight binding cavity. The C2-chiral element is close to where the C-C bond formation takes place in cyclizations of 1,6-enynes. These chiral mononuclear catalysts have been applied for the enantioselective 5-exo-dig and 6-endo-dig cyclization of different 1,6-enynes as well as in the first enantioselective total synthesis of three members of the carexane family of natural products. Opposite enantioselectivities have been achieved in seemingly analogous reactions of 1,6-enynes, which result from different chiral folding of the substrates based on attractive aryl-aryl interactions.
Gold-catalyzed cycloisomerization of pyridine-bridged 1,8-diynes: An expedient access to luminescent cycl[3.2.2]azines
Chintawar, Chetan C.,Mane, Manoj V.,Tathe, Akash G.,Biswas, Suprakash,Patil, Nitin T.
supporting information, p. 7109 - 7113 (2019/09/30)
Gold-catalyzed diyne cycloisomerizations involving carbene/alkyne metathesis have been the focal point of attention for the past few years as it offers great potential to build complex polycyclic architectures. However, the design of novel cycloisomerizations has been mostly limited to 1,5/1,6-diynes and has remained very challenging to apply for higher 1,n-diynes. Herein, we disclose an unprecedented cycloisomerization of pyridine-bridged 1,8-diynes involving carbene/alkyne metathesis to access luminescent cycl[3.2.2]azines.
