N-H Insertion reactions of rhodium carbenoids. Part 5: A convenient route to 1,3-azoles |
| |
| Authors: | James R Davies Christopher J Moody |
| |
| Affiliation: | a Department of Chemistry, University of Exeter, Stocker Road, Exeter EX4 4QD, UK
b Tripos Receptor Research Ltd, Bude-Stratton Business Park, Bude, Cornwall EX23 8LY, UK |
| |
| Abstract: | Dirhodium(II) carboxylate catalysed reaction of diazocarbonyl compounds 2 in the presence of primary amides 1 results in the formation of α-acylaminoketones 3 (12 examples) by N-H insertion reaction of the intermediate rhodium carbene. The 1,4-dicarbonyl compounds 3 are readily converted into structurally diverse oxazoles 4 (11 examples) by cyclodehydration, thiazoles 5 (10 examples) by treatment with Lawesson's reagent, or imidazoles 6 (2 examples) by reaction with ammonia or methylamine. |
| |
| Keywords: | Heterocyclic Oxazole Thiazole Imidazole |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
