International Journal of Organic Chemistry

Volume 6, Issue 2 (June 2016)

ISSN Print: 2161-4687   ISSN Online: 2161-4695

Google-based Impact Factor: 1.26  Citations  

Facile, Direct Reaction of Benzaldehydes to 3-Arylprop-2-Enoic Acids and 3-Arylprop-2-Ynoic Acids in Aqueous Medium

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DOI: 10.4236/ijoc.2016.62014    3,764 Downloads   6,612 Views  Citations

ABSTRACT

Wittig reactions of benzaldehydes, alkanals, and cycloalkanals as well as of acetophenones are carried out with alkoxycarbonyl methylidenetriphenylphosphoranes in 10 w% aqueous NaOH, where the cinnamates and alkenoates produced are hydrolysed in situ and the corresponding acids are obtained after mostly simple extractive work-up, often without employing organic solvents. Under the same conditions, benzaldehydes are reacted with alkoxycarbonyl bromomethy-lidenephosphorane to produce 3-arylprop-2-ynoic acids (arylpropiolic acids).

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Thiemann, T. , Elshorbagy, M. , Salem, M. , Ahmadani, S. , Al-Jasem, Y. , Azani, M. , Al-Sulaibi, M. and Al-Hindawi, B. (2016) Facile, Direct Reaction of Benzaldehydes to 3-Arylprop-2-Enoic Acids and 3-Arylprop-2-Ynoic Acids in Aqueous Medium. International Journal of Organic Chemistry, 6, 126-141. doi: 10.4236/ijoc.2016.62014.

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