作者:J.S. Gillespie、S.P. Acharya、D.A. Shamblee、R.E. Davis
DOI:10.1016/0040-4020(75)80002-0
日期:1975.1
A general, unequivocal procedure for the preparation of specifically substituted 3-aryl-1-naphthaldehydes was developed. Benzylmagnesium bromides with 5-aryl-2, 2-dimethyl-4-pentene-3-ones (12) gave exclusively 1,4-addition products, 5,6-diaryl-2,2-dimethyl-3-hexanones (13). The hexanones on oxidation with peracetic acid gave 3,4-diarylbutanoic acids (14), which were cyclized to tetralones (15). The
开发了制备明确取代的3-芳基-1-萘醛的通用,明确的方法。带有5-芳基-2,2-二甲基-4-戊烯-3-酮的苄基溴化镁(12)仅产生1,4-加成产物,5,6-二芳基-2,2-二甲基-3-己酮(13) 。用过乙酸氧化后的己酮生成3,4-二芳基丁酸(14),将其环化为四氢萘酮(15)。用MeMgI处理四氢萘酮,然后进行脱水和脱氢,得到3-芳基-1-甲基萘(10),将其转化为相应的醛(11)。将苄基溴化镁添加到4-芳基-3-丁烯-2-酮(1),形成1,2和1,4-加成产物的混合物。这些混合物的进一步处理还产生所需的甲基萘以及各种已鉴定的副产物。