Controlling chemoselectivity—application of DMF di-t-butyl acetal in the regioselective synthesis of 3-monosubstituted indolizines
2006; Elsevier BV; Volume: 47; Issue: 50 Linguagem: Inglês
10.1016/j.tetlet.2006.10.052
ISSN1873-3581
AutoresZhiqiang Xia, Teresa Przewloka, Keizo Koya, Mitsunori Ono, Shoujun Chen, Lijun Sun,
Tópico(s)Synthesis and pharmacology of benzodiazepine derivatives
ResumoAmong a number of DMF dialkyl acetals investigated for the regioselective synthesis of 3-acylindolizines, the di-t-butyl acetal, via its iminium intermediate readily formed in situ, provides the highest chemoselectivity for the intermolecular cyclization of picolinium salts. DMF di-t-butyl acetal was applied to the syntheses of a variety of 3-acylated indolizines including alkyl, aryl, and heteroaryl substituents.
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