The internuclear cyclizations of aromatic sulphonyl chlorides. Tribenz (b, d, f) oxepin and tribenzo (b, d, f) thiepin
作者:A.J. Neale、T.J. Rawlings、E.B. McCall
DOI:10.1016/s0040-4020(01)98289-4
日期:1965.1
decomposition of IX and in this case, 2-chloro-biphenyl was the only isolated volatile product. XIII and XVII undergo internuclear cyclizations to give the new compounds tribenz (b, d, f) oxepin (40% yield) and tribenzo (b, d, f) thiepin (24% yield) respectively. In octachloronaphthalene, none of the yields of the cyclization products was improved and in the case of I this solvent promoted the formation
二苯醚-2-磺酰氯(I),二苯基硫-2-磺酰氯(V),联苯-2-磺酰氯(IX),2'-苯基-二苯醚-2-磺酰氯(I),氯化亚铜的热和氯化亚铜催化分解( XIII)和2'-苯基-二苯基硫化物-2-磺酰氯(XVII)在250-260°时进行了检查。在没有溶剂的情况下,导致非挥发性产物的分子间反应通常占主导地位,在I和V的情况下,适当形成氯化合物的同时形成是导致预期的核间环化产物总收率低的另一个因素,二苯并呋喃和二苯并噻吩。在IX的分解中未观察到相对困难的环化成联苯,在这种情况下,2-氯联苯是唯一分离出的挥发性产物。XIII和XVII经历核间环化作用,分别得到新化合物三苯并(b,d,f)氧苯哌啶(收率40%)和三苯并(b,d,f)噻吩(收率24%)。在八氯萘中,环化产物的产率没有提高,在Ⅰ的情况下,该溶剂促进了2-氯-二苯醚的形成。