TFA-Mediated DMSO-Participant
Sequential Oxidation/1,3-Dipolar
Cycloaddition Cascade of Pyridinium Ylides for the Assembly of Indolizines

Wu, An-Xin

TFA-Mediated DMSO-Participant Sequential Oxidation/1,3-Dipolar Cycloaddition Cascade of Pyridinium Ylides for the Assembly of Indolizines

Posted on 2019-02-12 - 15:12

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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Shu, Wen-Ming; He, Jian-Xin; Zhang, Xun-Fang; Wang, Shuai; Wu, An-Xin (2019). TFA-Mediated DMSO-Participant Sequential Oxidation/1,3-Dipolar Cycloaddition Cascade of Pyridinium Ylides for the Assembly of Indolizines. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.8b02755

https://doi.org/10.1021/acs.joc.8b02755

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