Novel aprotic polar solvents for facile Baylis-Hillman reaction
نویسندگان
چکیده
منابع مشابه
First example of electrophile induced Baylis-Hillman reaction: a novel facile one-pot synthesis of indolizine derivatives.
Treatment of pyridine-2-carboxaldehyde with activated alkenes such as alkyl vinyl ketones and cyclic enones in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) provides a novel facile one-pot synthesis of indolizine derivatives, thus for the first time describing an electrophile induced Baylis-Hillman reaction.
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The kinetic data for a Baylis-Hillman reaction in certain ionic liquids possessing ethylsulfate anion [EtSO(4)](-) demonstrate that the rate determining step (RDS) is second order in aldehyde, but first order in acrylate and DABCO. This observation is similar to the one made by McQuade et al., who carried out this reaction in an aprotic polar solvent like DMSO. However, this is in contrast to t...
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The Morita-Baylis-Hillman reaction of acrylamide, as an activated alkene, has seen little development due to its low reactivity. We have developed the reaction using isatin derivatives with acrylamide, DABCO as a promoter and phenol as an additive in acetonitrile. The corresponding aza version with acrylate and acrylonitrile has also been developed resulting in high product yields.
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7-Azaisatin and 7-azaoxindole skeletons are valuable building blocks in diverse biologically active substances. Here 7-azaisatins turned out to be more efficient electrophiles than the analogous isatins in the enantioselective Morita-Baylis-Hillman (MBH) reactions with maleimides using a bifunctional tertiary amine, β-isocupreidine (β-ICD), as the catalyst. This route allows a convenient approa...
متن کاملEt3N/H2O: A green and inexpensive organocatalytic medium for efficient Baylis-Hillman reaction
A new organocatalyzed method is developed for Baylis–Hillman reactions of cyclohex-2-enone with various aromatic aldehydes in the presence of water and catalytic quantities of triethylamine. All reactions take place at room temperature and relatively good yields of various products are obtained within a time frame which does not exceed 24 hours. The mild reaction conditions used in the present ...
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ژورنال
عنوان ژورنال: Arkivoc
سال: 2004
ISSN: 1551-7012
DOI: 10.3998/ark.5550190.0006.313