NaNO2-Ceric ammonium nitrate mediated conversion of acrylic esters and Baylis-Hillman derived acrylic esters into corresponding β-nitro acrylic esters

Jayakanthan, K. ; Madhusudanan, K. P. ; Vankar, Yashwant D. (2004) NaNO2-Ceric ammonium nitrate mediated conversion of acrylic esters and Baylis-Hillman derived acrylic esters into corresponding β-nitro acrylic esters Tetrahedron, 60 (2). pp. 397-403. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tet.2003.11.013

Abstract

A variety of acrylic esters, including those derived from Baylis-Hillman reactions, react with NaNO2-ceric ammonium nitrate to form the corresponding β-nitro alcohols 2 and 5 whose dehydration, via their mesylates, leads to β-nitro acrylic esters, in good to excellent yields. Further, β-nitro acrylic esters containing a mesylate group 6, obtained from the Baylis-Hillman products, react with NaN3 to form 2-cyano-3-substituted acrylic esters 10 in excellent yields.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Ceric Ammonium Nitrate; Sodium Nitrite; β-Nitro Acrylic Esters; Baylis-Hillman Derived Acrylic Esters
ID Code:58199
Deposited On:31 Aug 2011 06:38
Last Modified:31 Aug 2011 06:38

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