13424-22-1Relevant articles and documents
SYNTHESIS OF BENZOFURANS, INDOLES AND BENZOPYRANS VIA OXIDATIVE FREE RADICAL CYCLISATIONS USING COBALT SALEN COMPLEXES.
Patel, Vinod F.,Pattenden, Gerald,Russell, Jamie J.
, p. 2303 - 2306 (1986)
Reactions between the Co(I) species derived from cobalt(III) 'salen'(1), and (O-allyl) or (O-but-3-enyl)iodophenol, leads to isolatable cobalt complexes, viz (2), (13), which can be converted into substituted benzofurans, i.e. (5), (6) and benzopyrans, i.e. (14), (15); similarly interaction between (18) and Co(I) 'salen' led, in one step, to the 3-methylindole (19).
Palladium-Catalyzed Difunctionalization of 1,3-Diene with Amine and Disilane under a Mild Re-oxidation System
Torii, Kazuyuki,Kawakubo, Atsushi,Lin, Xianjin,Fujihara, Tetsuaki,Yajima, Tatsuo,Obora, Yasushi
supporting information, p. 4888 - 4892 (2021/02/26)
A highly regioselective and stereoselective difunctionalization reaction of 1,3-diene with amine and disilane to form C?N and C?Si bonds via a one-step Pd/Cu/O2 system is disclosed. The difunctionalization reaction affords allylic silanes, including the allylic amine moiety, in up to 92 % yield in the absence of any acid, base, or external ligand. The developed synthetic methodology can be scaled to 100 g in high yield with high Z-selectivity, which demonstrates the feasibility of the reaction for industrial applications.
Catalytic asymmetric intramolecular hydroarylations of ω-aryloxy- and arylamino-tethered α,β-unsaturated aldehydes
Lu, Hai-Hua,Liu, Hui,Wu, Wei,Wang, Xu-Fan,Lu, Liang-Qiu,Xiao, Wen-Jing
supporting information; scheme or table, p. 2742 - 2746 (2009/12/03)
The first enantioselective organocatalytic intramolecular hydroarylations of phenol and aniline-derived enals were investigated. The proposed method provided an atom economic and straightforward approach to optically active chromans and tetrahydroquinolines in high enantioselectivities and in good yields. The study demonstrated the efficiency of organocatalysis to achieve the first asymmetric intramolecular arylation of ω aryloxy- arylamino-tethered α, and β-unsaturated aldehydes using a chiral secondary amine catalyst. Proposed transformation method resulted in the production of functionalized chromans and tetrahydroquinoline in high enantiopurity. The study also examined the scope of substrates in this organocatalytic reaction using a catalyst 4/p-TsOH.H2O in diethyl ether. The catalyst screening observed a higher yield up to 83% and comparable enantiometric excess up to 88% that can be obtained in a chiral secondary amine employed as the reaction catalyst.