TY - JOUR AU - Chao, María N.; Szajnman, Sergio H.; Cattaneo, Mauricio; Sanchez Gonzalez, Jonathan; Bonesi, Sergio M.; Rodriguez, Juan B. TI - Synthetic and Mechanistic Studies on 2,3-Dihydrobenzo[b][1,4]-oxaselenines Formation from Selenocyanates SN - 0039-7881 SN - 1437-210X PY - 2020 JO - Synthesis JF - Synthesis LA - EN VL - 52 IS - 11 SP - 1643 EP - 1658 ET - 2020/02/17 DA - 2020/05/13 KW - oxaselenines KW - selenocyanates KW - heterocycles KW - radical mechanism KW - electron transfer reaction AB - An expedient preparation of selenium-containing hetero­cycles via an m-chloroperbenzoic acid-mediated seleno-annulation starting from selenocyanate derivatives is described. In spite of its significance, this cyclization reaction is virtually understudied not only from the point of view of its scope, but also from the mechanistic aspects associated to this remarkable transformation. In this sense, several selenocyanate and thiocyanate derivatives bearing an aromatic ring were evaluated as substrates under different reaction conditions of this interesting cyclization yielding important insights on its scope as well as relevant information on the reaction mechanism. PB - © Georg Thieme Verlag DO - 10.1055/s-0039-1690800 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0039-1690800 ER -