Bis(2-bromoethyl) selenium dibromide as the selenium-introducing reagent: One-pot preparation of 2,5-bis(alkoxymethyl)tetrahydroselenophenes by the cyclization of 1,5-hexadiene
作者:Yoshinori Takanohashi、Narumi Tabata、Tomoaki Tanase、Sadatoshi Akabori
DOI:10.1016/0022-328x(93)80144-z
日期:1993.5
dibromide (1a) with 1,5-hexadiene (2) in methanol or ethanol affords 2,5-bis(alkoxymethyl)tetrahydroselenophene-1,1-dibromides (R CH3 (3b), R C2H5 (3c)) via 2,5-bis(bromomethyl)tetrahydroselenophene-1,1-dibromide (3a). The reaction of 1a with 2 in 1-propanol, 2-methyl-1-propanol or 1-butanol in the presence of sodium carbonate gave 2,5-bis(alkoxymethyl)tetrahydroselenophene (R C3H7 (4a), R (CH3)2CHCH2
双(2-溴乙基)二溴化硒(1a)与1,5-己二烯(2)在甲醇或乙醇中的反应得到2,5-双(烷氧基甲基)四氢硒吩-1,1-二溴化物(RCH 3(3b),R,C 2 H 5(3c))经2,5-双(溴甲基)四氢硒吩-1,1-二溴化物(3a)。的反应1A与2在1-丙醇,2-甲基-1-丙醇或1-丁醇在碳酸钠的存在下,得到2,5-双(烷氧基甲基)tetrahydroselenophene(Rç 3 ħ 7(图4a)中,R CH(CH 3)通过3a 2 CHCH 2(4b)和R 9C 4 H 9(4c))。所述的比率反式和顺式的异构体3A-3C是3:2。此外,反式2,5-双(甲氧基甲基)tetrahydroselenophene -1,1-二溴化物的结构(反式-图3b)通过X-射线晶体学测定。