Abstract
A highly efficient and chemoselective one-pot protocol for the diversity-oriented synthesis of two types of coumarin-based formal cross-coupling adducts, furo[3,2-c]coumarins and 3-benzofuranyl chromenones, is described. Key attributes of the methodology are an initial chemoselective acylation of functionalized phosphorus zwitterions and a subsequent chemoselective intramolecular Wittig reaction that preferentially resulted in one of the two coumarin derivatives in high yield, depending on relative reactivities and the addition sequence of the acylating agents.
| Original language | English |
|---|---|
| Pages (from-to) | 1668-1672 |
| Number of pages | 5 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 57 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - 2018 Feb 5 |
Keywords
- Wittig reactions
- chemoselectivity
- diversity-oriented synthesis
- multicomponent reactions
- organophosphonium salts
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
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Yang, S. M., Wang, C. Y., Lin, C. K., Karanam, P., Reddy, G. M., Tsai, Y. L., & Lin, W. (2018). Diversity-Oriented Synthesis of Furo[3,2-c]coumarins and Benzofuranyl Chromenones through Chemoselective Acylation/Wittig Reaction. Angewandte Chemie - International Edition, 57(6), 1668-1672. https://doi.org/10.1002/anie.201711524