4.6 Article

Facile Synthesis of Polysubstituted Indolizines via One-Pot Reaction of 1-Acetylaryl 2-Formylpyrroles and Enals

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 15, Issue 3, Pages 352-355

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201901517

Keywords

[4+2] annulation; dihydroindolizine; indolizines; pyridine-ring construction; transition metal-free

Funding

  1. National Key R&D Program of China [2017YFA0204704]
  2. National Natural Science Foundation of China [21602105]
  3. Natural Science Foundation of Jiangsu Province [BK20171460]
  4. National Key Basic Research Program of China (973) [2015CB932200]

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An efficient method for the synthesis of polysubstituted indolizines has been developed based on formal [4+2] annulation of 1-acetylaryl 2-formylpyrroles with enals, followed by oxidative aromatization. Pyridine-type six-membered rings were constructed in this transformation. This transition metal-free reaction features mild reaction conditions, a broad substrate scope, and excellent functional group tolerance. Notably, the formyl group is well tolerated under reaction conditions.

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