Tandem Synthesis of 2-Azaspiro[4.5]deca-1,6,9-trien-8-ones Based on Tf2O-Promoted Activation of N-(2-Propyn-1-yl) Amides,The Journal of Organic Chemistry

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Tandem Synthesis of 2-Azaspiro[4.5]deca-1,6,9-trien-8-ones Based on Tf2O-Promoted Activation of N-(2-Propyn-1-yl) Amides
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-12-15 , DOI: 10.1021/acs.joc.2c02504
Lidong Shan ₁ , Hongchen Li ₁ , Weiping Zheng ₁ , Xingyong Wang ₁ , Xinyan Wang ₁ , Yuefei Hu ₁

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Structurally novel 2-azaspiro[4.5]deca-1,6,9-trien-8-ones were synthesized from N-(2-propyn-1-yl) amides and 1,3,5-trimethoxybenzenes by a tandem method consisting of a Tf₂O-promoted amide activation and a TfOH-promoted Friedel–Crafts ipso-cyclization. The method offered the first example of using N-(2-propyn-1-yl) amides as substrates in both Tf₂O-promoted secondary amide activation and the synthesis of azaspiro[4.5]deca-6,9-diene-8-ones.

更新日期：2022-12-15

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