Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone ® in aqueous medium as an oxidizing agent

PeerJ

article

Gelson Perin¹  Daniela Rodrigues Araujo¹  Patrick Carvalho Nobre¹  Eder João Lenardao¹  Raquel Guimarães Jacob¹  Marcio Santos Silva²  Juliano Alex Roehrs³ 

[1] Laboratório de Síntese Orgânica Limpa—LASOL, Centro de Ciencias Quimicas, Farmaceuticas e de Alimentos—CCQFA, Universidade Federal de Pelotas;Centro de Ciências Naturais e Humanas—CCNH, Universidade Federal do ABC;Instituto Federal de Educação Ciência e Tecnologia Sul-rio-grandense—IFSul

关键词: Green chemistry;    Organoselenium;    Ultrasound;    Oxone;    Naphthalenes;    Organic synthesis;   

DOI  :  10.7717/peerj.4706

学科分类：社会科学、人文和艺术（综合）

来源: Inra

【 摘 要 】

A green methodology to synthesize 2-organoselanyl-naphthalenes based on the reaction of alkynols with diaryl diselenides is described. The electrophilic species of selenium were generated in situ, by the oxidative cleavage of the Se–Se bond of diaryl diselenides by Oxone® using water as the solvent. The reactions proceeded efficiently under ultrasonic irradiation as an alternative energy source, using a range of alkynols and diorganyl diselenides as starting materials. Through this methodology, the corresponding 2-organoselanyl-naphthalenes were obtained in moderate to good yields (56–94%) and in short reaction times (0.25–2.3 h).

【 授权许可】

CC BY