التفاصيل البيبلوغرافية
| العنوان: |
Cyclization Reactions of In Situ-Generated Acyl Ketene with Ynones to Form Oxacycles |
| المؤلفون: |
Liyanage Perera, Erandi, Wink, Donald J., Luo, Yanshu, Xia, Yuanzhi, Lee, Daesung |
| المصدر: |
The Journal of Organic Chemistry; 20240101, Issue: Preprints |
| مستخلص: |
Acyl ketenes react with polar unsaturated functional groups to give unique heterocyclic rings, yet reactions with unpolarized unsaturated functional groups have not been reported. Herein, we describe two effective ring-forming reactions between acetyl ketene and electron-deficient alkynes. The first reaction involves in situ tethering between acetyl ketene and nucleophile-containing 1,3-diynones, which promotes sequential intramolecular 1,6/1,4-additions to generate 2-methylene-2H-pyrans in various yields (24–91%). The other involves a zwitterionic intermediate generated from acetyl ketene and DABCO, which undergoes a Michael addition with terminal alkynyl ketones to generate 3-acyl-4-pyrones (11–79%). |
| قاعدة البيانات: |
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