52415-29-9Relevant articles and documents
Structure and Synthesis of a New Bromoindole from a Marine Sponge
Dellar, Gregory,Djura, Peter,Sargent, Melvyn V.
, p. 1679 - 1680 (1981)
The isolation of methyl (E)-3-(6-bromoindol-3-yl)prop-2-enoate (5) from a sponge of the genus Iotrochota is described; its structure, (5), was confirmed by synthesis.
Mechanochemical Transformation of CF3 Group: Synthesis of Amides and Schiff Bases
Mkrtchyan, Satenik,Jakubczyk, Micha?,Lanka, Suneel,Yar, Muhammad,Ayub, Khurshid,Shkoor, Mohanad,Pittelkow, Michael,Iaroshenko, Viktor O.
supporting information, p. 5448 - 5460 (2021/10/19)
We communicate two mild, solvent-free mechanochemical coupling transformations of CF3 group with nitro compounds into amides or Schiff bases employing Ytterbia as a catalyst. This process proceeds via C?F bond activation, accompanied with utilisation of Si-based reductants/oxygen scavengers – reductants of the nitro group. The scope and limitations of the disclosed methodologies are thoroughly studied. To the best of our knowledge, this work is the first example of mechanical energy promoted transformation of the inert CF3 group into other functionalities. (Figure presented.).
Novel Arylindigoids by Late-Stage Derivatization of Biocatalytically Synthesized Dibromoindigo
Schnepel, Christian,Dodero, Veronica I.,Sewald, Norbert
, p. 5404 - 5411 (2021/03/03)
Indigoids represent natural product-based compounds applicable as organic semiconductors and photoresponsive materials. Yet modified indigo derivatives are difficult to access by chemical synthesis. A biocatalytic approach applying several consecutive selective C?H functionalizations was developed that selectively provides access to various indigoids: Enzymatic halogenation of l-tryptophan followed by indole generation with tryptophanase yields 5-, 6- and 7-bromoindoles. Subsequent hydroxylation using a flavin monooxygenase furnishes dibromoindigo that is derivatized by acylation. This four-step one-pot cascade gives dibromoindigo in good isolated yields. Moreover, the halogen substituent allows for late-stage diversification by cross-coupling directly performed in the crude mixture, thus enabling synthesis of a small set of 6,6’-diarylindigo derivatives. This chemoenzymatic approach provides a modular platform towards novel indigoids with attractive spectral properties.
Applications of rare earth silicon amination material as catalyst in preparation of indole or indole derivative
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Paragraph 0068-0072, (2020/03/03)
The invention belongs to the technical field of chemical engineering, and specially provides applications of a rare earth silicon amination material as a catalyst in preparation of indole or an indolederivative, wherein the reaction raw materials comprise a compound I, the general formula of the compound I is shown in the specification, R is hydrogen, methyl, chlorine, fluorine, bromine or methoxyl, the rare earth silicon amination material M[N(SiMe3)2]3 is a catalyst, and M is a rare earth element. According to the invention, the indole or the indole derivative is prepared by taking the rareearth silicon amination material as the catalyst and taking the compound I and pinacol boron as the raw materials; the method is simple and convenient to operate and high in reaction selectivity; andthe synthesized indole derivative is good in product quality and high in yield.
