Srikrishna, Adusumilli ; Nagaraju, Sankuratri ; Kondaiah, Paturu (1995) Application of microwave heating technique for rapid synthesis of γ,δ-unsaturated esters Tetrahedron, 51 (6). pp. 1809-1816. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/0...
Related URL: http://dx.doi.org/10.1016/0040-4020(94)01058-8
Abstract
The use of microwave heating technique for the acceleration of ortho ester Claisen rearrangement (a three step transformation) is described. Irradiation of a DMF solution of the allyl alcohol 5̲, triethyl orthoacetate and propionic acid (catalytic) in an Erlenmeyer flask for 10 minutes in a microwave oven generated the ester 8̲ in 83% yield. Analogously, ortho ester Claisen rearrangement of a variety of allyl and propargyl alcohols (9̲, 12-22̲) were achieved. The formation of the diester 10̲ from 2-butyne-1,4-diol (9̲) via the ortho ester Claisen rearrangement of two allyl alcohol moieties (involving six steps) in 15 minutes, demonstrates the versatility of the microwave heating technique.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 48690 |
| Deposited On: | 15 Jul 2011 11:31 |
| Last Modified: | 15 Jul 2011 11:31 |
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