Transformation of reactive isochromenylium intermediates to stable salts and their cascade reactions with olefins.

Transformation of reactive isochromenylium intermediates to stable salts and their cascade reactions with olefins.
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DOI:
10.1021/ol9019524
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发表时间:
2009-09
期刊:
影响因子:
5.2
通讯作者:
Zhi-Long Hu;Wenjian Qian;Sheng Wang;Shaozhong Wang;Z. Yao
Zhi-Long Hu;Wenjian Qian;Sheng Wang;Shaozhong Wang;Z. Yao
中科院分区:
化学1区
文献类型:
--
作者:
Zhi-Long Hu;Wenjian Qian;Sheng Wang;Shaozhong Wang;Z. Yao

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实现了反应性异铬中间体向相应的可储存和稳定试剂的转化,并方便地制备和表征了多种异铬四氟硼酸盐(ICTB,1)。通过温和的级联反应,异铬酸四氟硼酸盐1a与烯烃的直接无金属处理得到了各种多环骨架4。从预官能化邻炔基苯甲醛出发,发展了一锅无金属的分子内级联环化反应,合成了2,3-二氢菲-4(1H)-酮类化合物。
Transformation of reactive isochromenylium intermediates to the corresponding storable and stable reagents has been achieved, and a number of isochromenylium tetrafluoroborates (ICTBs, 1) have been conveniently prepared and characterized. Direct metal-free treatment of isochromenylium tetrafluoroborate 1a with olefins afforded a variety of polycyclic frameworks 4 via mild cascade reactions. Starting from the prefunctionalized o-alkynylbenzaldehydes, a one-pot metal-free procedure of intramolecular cascade annulation to 2,3-dihydrophenanthren-4(1H)-one derivatives was also developed.