Das, Jaya Prakash ; Roy, Sujit (2002) Catalytic Hunsdiecker reaction of α,β-unsaturated carboxylic acids: How efficient is the catalyst? Journal of Organic Chemistry, 67 (22). pp. 7861-7864. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo025868h
Related URL: http://dx.doi.org/10.1021/jo025868h
Abstract
UV-vis spectrophotometry is utilized to measure the relative efficiency of lithium acetate, tetrabutylammonium trifluoroacetate, and triethylamine as catalysts for the conversion of 4-methoxycinnamic acid to 4-methoxy-β-bromostyrene. In acetonitrile-water as solvent, the efficiency order is lithium acetate > triethylamine > tetrabutylammonium trifluoroacetate. For triethylamine as catalyst, solvent-dependent order is acetonitrile-water > dichloromethane > acetonitrile. Using triethylamine as catalyst (5-20 mol %), cinnamic acids, and propiolic acids are converted to corresponding β-bromostyrenes and 1-halo-1-alkynes in 60-98% isolated yields within 1-5 min.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 42914 |
| Deposited On: | 08 Jun 2011 06:36 |
| Last Modified: | 08 Jun 2011 06:37 |
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