solvent free, microwave assisted conversion of aldehydes into nitriles and oximes in the presence of nh2oh·hcl and tio2无溶剂、微波辅助醛转化为腈、肟的回复·盐酸和二氧化钛.pdf

Molecules 2010, 15, 94-99; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Communication Solvent Free, Microwave Assisted Conversion of Aldehydes into Nitriles and Oximes in the Presence of NH2OH·HCl and TiO2 Lucas Villas-Boas Hoelz, Biank Tomaz Gonçalves, José Celestino Barros and Joaquim Fernando Mendes da Silva * Departamento de Química Orgânica, Instituto de Química, Universidade Federal do Rio de Janeiro, Av. Athos da Silveira Ramos 149, CT Bloco A, Cidade Universitária, Rio de Janeiro, RJ 21941-909, RJ, Brazil * Author to whom correspondence should be addressed; E-Mail: joaquim@iq.ufrj.br. Received: 27 October 2009; in revised form: 22 December 2009 / Accepted: 23 December 2009 / Published: 29 December 2009 Abstract: Aromatic aldehydes bearing electron-donating groups are easily converted into their respective nitriles using NH OH·HCl and TiO under microwave irradiation, while 2 2 those bearing an electron-withdrawing group give the corresponding oximes. Keywords: titanium dioxide; aldehydes; nitriles; oximes; microwave irradiation 1. Introduction Titanium dioxide (TiO ) has attracted the attention of synthetic organic chemists due to its 2 application as a heterogeneous catalyst and as a photocatalyst. In addition, TiO is inexpensive, non- 2 toxic and safe [1]. TiO may complex wit