Modular synthesis of triaroyl cyclopropanes via a formal cyclotrimerization of phenacyl bromides and their transformation into diazabicycles
| Title | Modular synthesis of triaroyl cyclopropanes via a formal cyclotrimerization of phenacyl bromides and their transformation into diazabicycles |
| Publication Type | Journal Article |
| Year of Publication | 2026 |
| Authors | Jadhav, HMadhavrao, Penta, S, Pannuri, LLahari, Rangarao, C, Gonnade, RG, Manda, R |
| Journal | Organic Letters |
| Volume | 28 |
| Issue | 20 |
| Pagination | 6196-6201 |
| Date Published | MAY |
| Type of Article | Article |
| ISSN | 1523-7060 |
| Abstract | Step-efficient cyclotrimerization reactions are entrancing approaches for saturated carbocycles. In this context, we demonstrate the alpha-bromocarbonyl (1+1+1) cyclotrimerization modularity to obtain stereoselective trisubstituted cyclopropanes under metal-free conditions. These cyclopropanes were condensed with hydrazine to afford diazabicyclic adducts and further expanded through a ring expansion reaction. In contrast to the classical alkylating reactivity, alpha-bromocarbonyl cyclotrimerization was also achieved by using various nucleophiles. A wide range of bromoacyl substrates established the broad scope of the transformation. |
| DOI | 10.1021/acs.orglett.6c01133 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.3 |
Divison category:
Physical and Materials Chemistry
Database:
Web of Science (WoS)

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