Lewis Acid‐Catalyzed Annulation of Propargylic Alcohols with ( Z )‐2‐Styryl‐1 H ‐Indoles
نویسندگان
چکیده
منابع مشابه
NaHSO4-SiO2: An Efficient Reusable Green Catalyst for Selective C-3 Propargylation of Indoles with Tertiary Propargylic Alcohols
Although several methods for the preparation of 4o propargyl indole derivatives have been published, this synthetic transformation is complicated by the tendency of 3o propargyl alcohols to form allenium intermediates in acidic media. It is therefore a challenge to find an efficient method for the C-3 propargylation of indoles with 3° propargylic alcohols. In this pa...
متن کاملCopper-catalyzed tandem annulation/arylation for the synthesis of diindolylmethanes from propargylic alcohols.
Various highly substituted 2,3'-diindolylmethane heterocycles were prepared from propargylic alcohols and indole nucleophiles via a transition metal-catalyzed tandem indole annulation/arylation reaction for the first time. Among the metal catalysts we examined, the most economical copper(I) catalyst provided the highest efficiency. The indole nucleophiles could also be replaced by other electro...
متن کاملDirected hydrozirconation of propargylic alcohols.
Hydrozirconation of alkynes with Cp2ZrH(Cl) (Schwartz reagent) generates vinyl zirconium species reliably, stereospecifically, and regioselectively. These organometallic reagents can participate in cross-coupling reactions, conjugate and nucleophilic additions, and can undergo carbonylation and halogenation.1 Hydrozirconation of terminal alkynes often proceeds with >50:1 selectivity to form the...
متن کاملnahso4-sio2: an efficient reusable green catalyst for selective c-3 propargylation of indoles with tertiary propargylic alcohols
although several methods for the preparation of 4o propargyl indole derivatives have been published, this synthetic transformation is complicated by the tendency of 3o propargyl alcohols to form allenium intermediates in acidic media. it is therefore a challenge to find an efficient method for the c-3 propargylation of indoles with 3° propargylic alcohols. in this paper we wish to report on t...
متن کاملDirect and stereospecific synthesis of allenes via reduction of propargylic alcohols with Cp2Zr(H)Cl.
Allenes can be synthesized via the direct SN2' addition of hydride to propargylic alcohols. Previous examples of this approach, however, have involved harsh reaction conditions and have suffered from incomplete transfer of central chirality to axial chirality. Here we show that Cp2Zr(H)Cl can react with the zinc or magnesium alkoxides of propargylic alcohols to generate allenes in good yield an...
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ژورنال
عنوان ژورنال: Advanced Synthesis & Catalysis
سال: 2018
ISSN: 1615-4150,1615-4169
DOI: 10.1002/adsc.201800907