Homologation of the Fischer Indolization: A Quinoline Synthesis via Homo‐Diaza‐Cope Rearrangement
نویسندگان
چکیده
منابع مشابه
A Fischer Indolization Strategy toward the Total Synthesis of (-)-goniomitine.
A Fischer indolization strategy toward the core of (-)-goniomitine is reported. Initial investigations into the Pd-catalyzed asymmetric allylic alkylation of dihydropyrido[1,2-a]indolone (DHPI) substrates are also discussed.
متن کاملThe catalytic asymmetric Fischer indolization.
The first catalytic asymmetric Fischer indolization is reported. In the presence of a 5 mol % loading of a novel spirocyclic chiral phosphoric acid, 4-substituted cyclohexanone-derived phenylhydrazones undergo a highly enantioselective indolization. Efficient catalyst turnover was achieved by the addition of a weakly acidic cation exchange resin, which removes the generated ammonia. The reactio...
متن کاملA diversity-oriented approach to indolocarbazoles via Fischer indolization and olefin metathesis: total synthesis of tjipanazole D and I.
New synthetic strategies to indolocarbazoles have been reported via two-fold Fischer indolization under green conditions using l-(+)-tartaric acid and N,N-dimethyl urea. Starting with cyclohexanone, a bench-top starting material, this methodology has been extended to the total synthesis of natural products such as tjipanazoles D and I as well as the core structure of asteropusazole and racemosi...
متن کاملOne-pot Synthesis of Pyrono [2,3] Quinoline via the Tandem Cyclization of Algar-Flyn-Oyamanda Reactions
A new and imaginative technique for the synthesis of substituted pyranoquinoline via Algar Flyn Oyamanda oxidation cyclization approach has been achieved by hydrogen peroxide and sodium hydroxide catalyzed of quinoline chalcone with intramolecular cyclization to formed pyranoquinoline. In this reaction, two new C-C bonds were formed in a one step with high atom economy. The possible reaction pa...
متن کاملCurtius rearrangement and Wolff homologation of functionalized peroxides
The Curtius and Wolff rearrangements of peroxide-containing alkanoyl azides and diazoketones provide an effi cient entry to peroxysubstituted amines, isocyanates, carbamates, and peroxyalkanoates. Scheme 2. Substrate preparation. Reagents and conditions: (a) tBuO2H, CsOH; (b) KMnO4; (c) m-CPBA; (d) t-BuO2H, BF3OEt2; (e) H2CrO4. 7456 DUSSAULT & XU IN TETRAHEDRON LETTERS 45 (2004) 2. Curtius rear...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Angewandte Chemie International Edition
سال: 2020
ISSN: 1433-7851,1521-3773
DOI: 10.1002/anie.202005798