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Straightforward Synthesis of CF3-substituted Triarylethenes via Stereoselective Three-fold Cross-coupling Reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene with Organoboronic Acids

机译：通过用有机硼酸的1,1-二溴-3,3,3-三氟-2-甲硅烷基丙烯的立体选择性三倍的三抗偶联反应直接合成CF3取代的三芳基。

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Triarylethenes is one of important molecular frameworks often found in bioactive compounds as represented by tamoxifen. In view that panomifene (Scheme 1), fluorinated analog of tamoxifen, exhibits tumor-inhibiting activity superior to that of tamoxifen, stereoselective synthesis of CF3-substituted triarylethenes has become a crucial issue in synthetic organic chemistry. We report herein three-fold cross-coupling reaction of readily available 1,1-dibromo-3,3,3-trifluoro-2-tosyloxy-propene (1) with three arylboronic acids, providing a simple and straightforward approach to CF3-substituted triarylethenes 4 (Scheme 1).

机译：三亚甲醚是在西昔芬所代表的生物活性化合物中发现的重要分子框架之一。鉴于潘诺芬（方案1），氟化毒素的氟化类似物，表现出肿瘤抑制活性优于三氧肟，CF3取代的三芳基团的立体选择性合成已成为合成有机化学中的至关重要问题。我们在本文中报告了具有三种芳基硼酸的易用的1,1-二溴-3,3,3-三氟-2-甲烷氧基 - 丙烯（1）的三倍的交叉偶联反应，为CF3取代提供了简单且直接的方法三亚洲人4（方案1）。

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《Symposium on Organometallic Chemistry》|2007年||共1页
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Youhei Takeda; Masaki Shimizu; Tamejiro Hiyama;
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1. Straightforward Synthesis of CF3-Substituted Triarylethenes by Stereoselective Threefold Cross-Coupling Reactions [J] . Youhei Takeda, Masaki Shimizu, Tamejiro Hiyama Angewandte Chemie . 2007,第45期

机译：立体选择性三重交叉偶联反应直接合成CF 3取代的三烯酮
2. Mechanistic Study of the Palladium-Catalyzed Stereoselective Cross-Coupling Reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene [J] . Shimizu Masaki, Takeda Vouhei, Hiyama Tamejiro Bulletin of the Chemical Society of Japan . 2011,第12期

机译：钯催化立体选择性交叉偶联反应的机械研究1,1-二溴-3,3,3,3-三氟甲氧基丙烯
3. Stereoselective generation of cis-2-lithio-3-CF3-oxirane via CF3-substituted beta-oxido carbenoids. Highly stereoselective synthesis of CF3-substituted tri- and tetrasubstituted oxiranes and tetrasubstituted alkenes [J] . Shimizu M., Fujimoto T., Liu XY., Tetrahedron . 2003,第49期

机译：经由CF3取代的β-氧化类胡萝卜素的立体选择性生成顺式-2-硫代-3-CF3-环氧乙烷。 CF 3取代的三和四取代的环氧乙烷和四取代的烯烃的高度立体选择性合成
4. Straightforward Synthesis of CF3-substituted Triarylethenes via Stereoselective Three-fold Cross-coupling Reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene with Organoboronic Acids [C] . Youhei Takeda, Masaki Shimizu, Tamejiro Hiyama Symposium on Organometallic Chemistry . 2007

机译：通过用有机硼酸的1,1-二溴-3,3,3-三氟-2-甲硅烷基丙烯的立体选择性三倍的三抗偶联反应直接合成CF3取代的三芳基。
5. Copper-catalyzed cross-coupling reactions of organotrifluoroborate salts and organoboronic acids: Formation of enol esters and sulfones [D] . Huang, Fang 2007

机译：铜催化的有机三氟硼酸盐和有机硼酸的交叉偶联反应：烯醇酯和砜的形成
6. Consecutive cross-coupling reactions of 22-difluoro-1-iodoethenyl tosylate with boronic acids: efficient synthesis of 11-diaryl-22-difluoroethenes [O] . Ju Hee Kim, Su Jeong Choi, In Howa Jeong 2013

机译：22-二氟-1-碘乙烯基甲苯磺酸酯与硼酸的连续交叉偶联反应：11-二芳基-22-二氟乙烯的有效合成
7. Palladium-Catalyzed Cross-Coupling Reactions of Organoboronic Acids with Organic Electrophiles. [O] . Arnold R. Martin, Youhua Yang, Domenico Spinelli, 1993

机译：钯催化有机电泳器有机硼酸的交叉偶联反应。

Straightforward Synthesis of CF3-substituted Triarylethenes via Stereoselective Three-fold Cross-coupling Reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene with Organoboronic Acids

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