19712-48-2Relevant articles and documents
Synthesis of Functionalized Indolines and Dihydrobenzofurans by Iron and Copper Catalyzed Aryl C-N and C-O Bond Formation
Henry, Martyn C.,Senn, Hans Martin,Sutherland, Andrew
, p. 346 - 364 (2019/01/08)
A simple and effective one-pot, two-step intramolecular aryl C-N and C-O bond forming process for the preparation of a wide range of benzo-fused heterocyclic scaffolds using iron and copper catalysis is described. Activated aryl rings were subjected to a highly regioselective, iron(III) triflimide-catalyzed iodination, followed by a copper(I)-catalyzed intramolecular N-or O-arylation step leading to indolines, dihydrobenzofurans, and six-membered analogues. The general applicability and functional group tolerance of this method were exemplified by the total synthesis of the neolignan natural product, (+)-obtusafuran. DFT calculations using Fukui functions were also performed, providing a molecular orbital rationale for the highly regioselective arene iodination process.
Microwave-assisted synthesis of amide under solvent-free conditions
Wang, Xiao-Jian,Yang, Qian,Liu, Fei,You, Qi-Dong
, p. 1028 - 1035 (2008/09/18)
An efficient and environmentally friendly synthetic method for the synthesis of primary amides under microwave irradiation was described, in which the primary amine was directly reacted with acid without any catalytic agents. The reaction took place in 8-12-min, which was much shorter than the traditional synthetic methods, with almost quantitative yields. The influential factor of the reaction was discussed. The tautomerization between the carboxylic acid group and the H atom in α-carbon of L-amino acid was observed, presumably a dehydrated intermediate forming from this tautomerized isomer. Copyright Taylor & Francis Group, LLC.
Tetrahydroisoquinolines as subtype selective estrogen agonists/antagonists
Chesworth, Richard,Zawistoski, Michael P.,Lefker, Bruce A.,Cameron, Kimberly O.,Day, Robert F.,Mangano, F. Michael,Rosati, Robert L.,Colella, Stacy,Petersen, Donna N.,Brault, Amy,Lu, Bihong,Pan, Lydia C.,Perry, Pia,Ng, Oicheng,Castleberry, Tessa A.,Owen, Thomas A.,Brown, Thomas A.,Thompson, David D.,DaSilva-Jardine, Paul
, p. 2729 - 2733 (2007/10/03)
Two series of 6-hydroxy and 7-hydroxy tetrahydroisoquinolines were prepared. Evaluating a range of C-1, C-4, and N-substituents led to the discovery of ER α and ER β selective analogs.
