Recent advances in the synthesis of 1,1-diarylalkanes by transition-metal catalysis

被引：53
作者：
Belal, Md. [1 ]
Li, Zheqi [1 ]
Lu, Xiuqiang [2 ]
Yin, Guoyin [1 ]
机构：
[1] Wuhan Univ, Inst Adv Studies, Wuhan 430072, Peoples R China
[2] Fujian Normal Univ, Fuqing Branch, Sch Ocean Sci & Biochem Engn, Fuzhou 350300, Peoples R China
来源：
SCIENCE CHINA-CHEMISTRY | 2021年 / 64卷 / 04期
基金：
中国国家自然科学基金;
关键词：
transition metal; catalysis; 1,1-diarylalkanes; C-H ACTIVATION; ARYLBORONIC ACIDS; CONJUGATE ADDITION; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC HYDROGENATION; INTERMOLECULAR TRIFLUOROMETHYLARYLATION; QUATERNARY CARBONS; COUPLING REACTIONS; C(SP(3))-H BONDS; CROSS-COUPLINGS;
D O I：
10.1007/s11426-020-9910-2
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
1,1-Diaryl moieties are core structures in a wide range of bioactive and pharmaceutical compounds. Transition-metal catalysis is a convenient approach to accessing these invaluable compounds affording high yields and enantioselectivities. This review summarizes 1,1-diarylalkanes synthesis through transition metal catalysis. Particular focus is given to recent developments, such as reductive cross-electrophile couplings, benzylic C-H bond arylation, transformations involving metal migration, asymmetric hydrogenation of 1,1-diarylalkenes and three-component coupling reactions.
引用
收藏
页码：513 / 533
页数：21
相关论文
共 112 条
[21]   Palladium-catalyzed reductive coupling of styrenes and organostannanes under aerobic conditions [J].
Gligorich, Keith M. ;
Cummings, Sarah A. ;
Sigman, Matthew S. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (46) :14193-+
[22]   Asymmetric Cu-Catalyzed 1,4-Dearomatization of Pyridines and Pyridazines without Preactivation of the Heterocycle or Nucleophile [J].
Gribble, Michael W., Jr. ;
Guo, Sheng ;
Buchwald, Stephen L. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (15) :5057-5060
[23]   Retention or Inversion in Stereospecific Nickel-Catalyzed Cross-Coupling of Benzylic Carbamates with Arylboronic Esters: Control of Absolute Stereochemistry with an Achiral Catalyst [J].
Harris, Michael R. ;
Hanna, Luke E. ;
Greene, Margaret A. ;
Moore, Curtis E. ;
Jarvo, Elizabeth R. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (09) :3303-3306
[24]   Ligand-Controlled C(sp3)-H Arylation and Olefination in Synthesis of Unnatural Chiral α-Amino Acids [J].
He, Jian ;
Li, Suhua ;
Deng, Youqian ;
Fu, Haiyan ;
Laforteza, Brian N. ;
Spangler, Jillian E. ;
Homs, Anna ;
Yu, Jin-Quan .
SCIENCE, 2014, 343 (6176) :1216-1220
[25]   Enantio- and Regioselective NiH-Catalyzed Reductive Hydroarylation of Vinylarenes with Aryl Iodides [J].
He, Yuli ;
Liu, Chuang ;
Yu, Lei ;
Zhu, Shaolin .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (48) :21530-21534
[26]   Mild and Regioselective Benzylic C-H Functionalization: Ni-Catalyzed Reductive Arylation of Remote and Proximal Olefins [J].
He, Yuli ;
Cai, Yalei ;
Zhu, Shaolin .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (03) :1061-1064
[27]   Photochemical Nickel-Catalyzed C-H Arylation: Synthetic Scope and Mechanistic Investigations [J].
Heitz, Drew R. ;
Tellis, John C. ;
Molander, Gary A. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (39) :12715-12718
[28]   Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex [J].
Huang, Yuan ;
Brown, M. Kevin .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (18) :6048-6052
[29]   Aerobic alcohol oxidation coupled to palladium-catalyzed alkene hydroarylation with boronic esters [J].
Iwai, Yasumasa ;
Gligorich, Keith M. ;
Sigman, Matthew S. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (17) :3219-3222
[30]   Tackling Remote sp3 C-H Functionalization via Ni-Catalyzed "chain-walking" Reactions [J].
Janssen-Mueller, Daniel ;
Sahoo, Basudev ;
Sun, Shang-Zheng ;
Martin, Ruben .
ISRAEL JOURNAL OF CHEMISTRY, 2020, 60 (3-4) :195-206
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