Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives

Marques C. S.; Peixoto D.; Burke A. J.

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Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives

机译：酰胺（杂官）芳基硼酸醛的过渡金属催化的分子内环化对异喹啉酮和衍生物

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We report an innovative and simple three step high yielding synthesis of a library of 14 chiral isoquinolinone and azepinone derivatives with benzyl, pyridyl and thiophene cores starting from amidoarylboronic acid aldehydes. These products have potential for treating neuro-degenerative diseases. The key reaction in this synthetic pathway was an efficient metal-catalyzed (with Rh, Cu and Pd catalysts) intramolecular cyclization. A maximum yield of 87% was obtained using a Rh(I) catalyst.

机译：我们报告了一种创新和简单的三步高，产生了14个手性异喹啉酮和含有苄基，吡啶基和噻吩芯的紫红素，吡啶基和噻吩核酸库的合成。这些产品具有治疗神经退行性疾病的可能性。该合成途径中的关键反应是有效的金属催化（用RH，Cu和Pd催化剂）分子内环化。使用RH（I）催化剂获得的最大收率为87％。

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《RSC Advances》 |2015年第26期|共7页
作者
Marques C. S.; Peixoto D.; Burke A. J.;
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Univ Evora Sch Sci &

Technol Dept Chem P-7000 Evora Portugal;

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正文语种 eng
中图分类化学;
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1. Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives [J] . Marques C. S., Peixoto D., Burke A. J. RSC Advances . 2015,第26期

机译：酰胺（杂官）芳基硼酸醛的过渡金属催化的分子内环化对异喹啉酮和衍生物
2. A Dual Arylboronic Acid?Aminothiourea Catalytic System for the Asymmetric Intramolecular Hetero-Michael Reaction of α,β?Unsaturated Carboxylic Acids [J] . Takumi Azuma, Akihiro Murata, Yusuke Kobayashi, Organic letters . 2014,第16期

机译：α，β？不饱和羧酸的不对称分子内杂-迈克尔反应的双芳基硼酸？氨基硫脲催化体系
3. Synthesis of triphenylene derivatives by Pd-catalyzed Suzuki coupling/intramolecular C-H activation between arylboronic acids and dibromobiphenyls [J] . Tu Jingxuan, Li Gaoqiang, Zhao Xiaoqian, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2019,第1期

机译：通过PD催化的芳基硼酸与二溴硼烯基的分子分子C-H激活合成三苯基衍生物
4. Nickel Salt Catalyzed Nucleophilic Addition of Arylboronic Acids to Aldehydes [C] . The 12th Asian Pacific Confederation of Chemical Engineering Congress(第十二届亚太化工联盟大会暨化工展览会)论文集 . 2008

机译：镍盐催化芳基硼酸与醛的亲核加成反应
5. I. A1,3- strain enabled retention of chirality during Bis-cyclization of β-ketoamides: Asymmetric synthesis and bioactivity of salinosporamide a and derivatives II. Optimization of an Organic syntheses procedure: asymmetric nucleophile-catalyzed aldol-lactonization with aldehyde acids [D] . Nguyen, Henry 2010

机译：I. A1,3-菌株能够在β-酮基酰胺的双环化过程中保留手性：salinosporamide a和衍生物II的不对称合成和生物活性。有机合成程序的优化：醛酸不对称亲核催化醛醇内酯化
6. Tandem Aldol Condensation – Platinacycle-Catalyzed Addition Reactions of Aldehydes Methyl Ketones and Arylboronic Acids [O] . Yuan-Xi Liao, Qiao-Sheng Hu -1

机译：串联醛醇缩合 - 醛糖催化的醛甲基酮和芳基硼酸的添加反应
7. Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives [O] . Burke, Anthony, Marques, Carolina, Peixoto, Daniela 2015

机译：过渡金属催化的酰胺基（杂）芳基硼酸醛类分子内环化为异喹啉酮及其衍生物

Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives

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