349150-53-4Relevant academic research and scientific papers
Catalytic Cyclization of o-Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3-Benzazepines
álvarez-Pérez, Andrea,González-Rodríguez, Carlos,García-Yebra, Cristina,Varela, Jesús A.,O?ate, Enrique,Esteruelas, Miguel A.,Saá, Carlos
, p. 13357 - 13361 (2015)
A novel osmium-catalyzed cyclization of o-alkynyl phenethylamines to give 3-benzazepines is reported. The procedure allows the straightforward preparation of a broad range of dopaminergic 3-benzazepine derivatives. Mechanistic investigations revealed that the process takes place via osmacyclopropene intermediates, which were isolated and characterized by X-ray crystallography.
Syntheses of 12H-benzo[a]xanthen-12-ones and benzo[a]acridin-12(7H)-ones through Au(i)-catalyzed Michael addition/6-endo-trig cyclization/aromatization cascade annulation
Xiong, Zhiling,Zhang, Xinhang,Li, Yangming,Peng, Xiaoshi,Fu, Jiayue,Guo, Jiajia,Xie, Fukai,Jiang, Chongguo,Lin, Bin,Liu, Yongxiang,Cheng, Maosheng
, p. 7361 - 7374 (2018)
A multifaceted gold(i)-catalyzed aromaticity-driven double 6-endo cascade cyclization strategy to synthesize both 12H-benzo[a]xanthen-12-ones and benzo[a]acridin-12(7H)-ones, whose core motifs xanthone and acridone both exist as important scaffolds in an
Palladium(II)-Catalyzed Cascade Reactions of Ene-Ynes Tethered to Cyano/Aldehyde: Access to Naphtho[1,2- b]furans and Benzo[ g]indoles
Jash, Moumita,De, Sukanya,Pramanik, Subhendu,Chowdhury, Chinmay
supporting information, p. 8959 - 8975 (2019/08/12)
An efficient palladium(II)-catalyzed cascade reaction of ene-yne substrates carrying cyano/aldehyde group is described. It involves successive hetero- and benz-annulations in one pot via trans-oxo/aminopalladation onto alkyne, followed by 1,2-addition to
An Unprecedented, Lewis Acid-Mediated, Metal-Free Iodoannulation Strategy to Aromatic Iodides
Banik, Trisha,Betkekar, Vipul V.,Kaliappan, Krishna P.
, p. 3676 - 3680 (2018/10/31)
A direct transformation of ortho-alkynylated aromatic vinyl ethers to 1-iodonaphthalenes and other iodo-heterocycles under mild Lewis acidic conditions in the presence of iodide as an external nucleophile is reported. The first example of an iodoannulation strategy using a nucleophilic source of iodine, coupled with good to excellent yields, exclusive alpha regioselectivity and a broad substrate scope makes this work an attractive avenue towards the construction of aromatic iodides.
Gold-catalyzed oxidative cycloadditions to activate a quinoline framework
Huple, Deepak B.,Ghorpade, Satish,Liu, Rai-Shung
, p. 12965 - 12969 (2013/10/01)
Going for gold! Gold-catalyzed reactions of 3,5- and 3,6-dienynes with 8-alkylquinoline oxides results in an oxidative cycloaddition with high stereospecificity (see scheme; EWG = electron-withdrawing group); this process involves a catalytic activation o
Synthetic study of the angular tetracyclic core skeleton of landmycine a via Masamune-Bergman cyclization
Yamaguchi, Sho,Tanaka, Hiroshi,Yamada, Ryo,Kawauchi, Susumu,Takahashi, Takashi
scheme or table, p. 1327 - 1330 (2012/07/28)
We describe the synthesis, via Masamune-Bergman cyclization, of an angucycline derivative involving a quinone in the B ring and a nonaromatic hydroxylated C ring. The naphthoquinone was synthesized via the copper-catalyzed Ullmann reaction of the dihalo a
Palladium(0)-catalyzed alkylative cyclization of alkynals and alkynones: Remarkable trans-addition of organoboronic reagents
Tsukamoto, Hirokazu,Ueno, Tatsuhiko,Kondo, Yoshinori
, p. 1406 - 1407 (2007/10/03)
Palladium/monophosphine complexes catalyze trans-selective arylative, alkenylative, and alkylative cyclization reactions of alkynals and alkynones with organoboronic reagents. These reactions afford six-membered allylic alcohols with endo-tri- or tetrasub
Diastereoselective Pauson-Khand reactions on aromatic substrates
Blanco-Urgoiti, Jaime,Casarrubios, Luis,Domínguez, Gema,Pérez-Castells, Javier
, p. 3315 - 3317 (2007/10/03)
The synthesis of several natural products' frameworks is carried out by means of a diastereoselective intramolecular Pauson-Khand reaction promoted by molecular sieves. Diastereoselectivity is achieved only if a coordinating group is present at a convenie
