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Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols.
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2020-09-04 , DOI: 10.3762/bjoc.16.184
Tatsuya Kumon 1 , Miroku Shimada 1 , Jianyan Wu 1 , Shigeyuki Yamada 1 , Tsutomu Konno 1
Affiliation  

[2 + 3] cycloaddition reactions of fluorinated alkynes with 2-formylphenylboronic acids under the influence of Co(acac)2·2H2O in two-component solvents of acetonitrile/2-propanol at reflux temperature for 18 h took place smoothly, affording the corresponding fluoroalkylated indenol derivatives in good yields. This reaction shows excellent regioselectivity, giving 2-fluoroalkylated indenols, together with a very small amount of 3-fluoroalkylated indanones as side products.

中文翻译:

区域选择性的钴(II)催化的氟烷基化炔烃与2-甲酰基苯基硼酸的[2 + 3]环加成反应:易于获得2-氟烷基化的茚基。

Co(acac)2 ·2H 2 O在乙腈/ 2-丙醇双组分溶剂中回流下,氟化炔烃与2-甲酰基苯基硼酸的[2 + 3]环加成反应顺利进行18 h,得到相应的氟代烷基化的茚满醇衍生物,收率很高。该反应显示出优异的区域选择性,得到2-氟烷基化的茚基,以及非常少量的3-氟烷基化的茚满酮作为副产物。
更新日期:2020-09-05
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