Alkylindan synthesis via an intermolecular [3+2] cycloaddition between unactivated alkenes and in situ generated p-quinomethanes
作者:Shokaku Kim、Yoshikazu Kitano、Masahiro Tada、Kazuhiro Chiba
DOI:10.1016/s0040-4039(00)01216-8
日期:2000.9
Alkylindans were synthesized by the intermolecular [3+2] cycloaddition of in situ generated p-quinomethanes and aliphatic alkenes. In a highly concentrated lithium perchlorate in nitromethane, p-quinomethanes were generated by DDQ oxidation of corresponding alkylphenols, and the desired cycloaddition reaction was completed efficiently to give various indans.
通过原位生成的对喹啉甲烷和脂肪族烯烃的分子间[3 + 2]环加成反应合成炔烃。在硝基甲烷中的高浓度高氯酸锂中,通过相应烷基酚的DDQ氧化生成对喹啉甲烷,并有效完成所需的环加成反应,得到各种茚满。