Dearomatization Reactions of Indoles to Access 3D Indoline Structures
نویسندگان
چکیده
منابع مشابه
Catalytic Asymmetric Reactions of 4‐Substituted Indoles with Nitroethene: A Direct Entry to Ergot Alkaloid Structures
A domino Friedel-Crafts/nitro-Michael reaction between 4-substituted indoles and nitroethene is presented. The reaction is catalyzed by BINOL-derived phosphoric acid catalysts, and delivers the corresponding 3,4-ring-fused indoles with very good results in terms of yields and diastereo- and enantioselectivities. The tricyclic benzo[cd]indole products bear a nitro group at the right position to ...
متن کاملDearomatization reactions of N-heterocycles mediated by group 3 complexes.
Group 3 (Sc, Y, Lu, La) benzyl complexes supported by a ferrocene diamide ligand are reactive toward aromatic N-heterocycles by mediating their coupling and, in a few cases, the cleavage of their C-N bonds. When these complexes reacted with 2,2'-bipyridine or isoquinoline, they facilitated the alkyl migration of the benzyl ligand onto the pyridine ring, a process accompanied by the dearomatizat...
متن کاملSequential Reactions Initiated by Oxidative Dearomatization. Biomimicry or Artifact?
Robert Robinson first introduced the concept of biomimetic synthesis in 1917 with a one-pot preparation of tropinone [1]. This remarkable transformation joins three reactants together capitalizing upon the reactive proclivities of polyketides. Because aromatic compounds themselves are the end point of polyketide biosynthetic sequences, which are followed by the action of a few specific tailorin...
متن کاملPlatinum-catalyzed multistep reactions of indoles with alkynyl alcohols.
PtCl2 effectively catalyzes the multistep reaction of N-methyl indole (1 a) with pent-3-yn-1-ol (2 a) in THF at room temperature for 2 h to give indole derivative 3 a, which contains a five-membered cyclic ether group at C3 in 93% yield. Under similar reaction conditions, various substituted N-methyl indoles 1 b-h and indole (1 i) reacted efficiently with 2 a to afford the corresponding indole ...
متن کاملSynthesis of functionalized spiro[indoline-3,4’-pyridines] and spiro[indoline-3,4’-pyridinones] via one-pot four-component reactions
In the presence of triethylamine as catalyst, the one-pot four-component reactions of arylamines, methyl propiolate, isatin and malononitrile afforded the functionalized spiro[indoline-3,4'-pyridine] derivatives in good yields. Similar reactions with ethyl cyanoacetate successfully afforded the functionalized spiro[indoline-3,4'-pyridines] and spiro[indoline-3,4'-pyridinones] as the main produc...
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: Synlett
سال: 2020
ISSN: 0936-5214,1437-2096
DOI: 10.1055/s-0040-1707152