TFA-Mediated DMSO-Participant Sequential Oxidation/1,3-Dipolar Cycloaddition Cascade of Pyridinium Ylides for the Assembly of Indolizines
journal contributionposted on 12.02.2019, 15:12 by Wen-Ming Shu, Jian-Xin He, Xun-Fang Zhang, Shuai Wang, An-Xin Wu
A trifluoroacetic acid (TFA)-mediated cascade oxidation/1,3-dipolar cycloaddition reaction of stabilized pyridinium salts with dimethyl sulfoxide (DMSO) has been developed in the presence of K2S2O8 and trimethylethylenediamine (TMEDA). In this transition-metal-free reaction, DMSO acts as a one-carbon source, thus providing a convenient method for the efficient and direct synthesis of various indolizine derivatives.
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K 2 S 2 O 8SequentialcycloadditionDMSO actsAssemblytransition-metal-free reactionOxidationpresencePyridinium Ylidespyridinium saltstrifluoroacetic acidmethodsynthesisdimethyl sulfoxideoxidationDMSO-ParticipantCascadeindolizine derivativesTMEDAtrimethylethylenediamineTFAIndolizinecascadeTFA-MediatedCycloadditionone-carbon source