Palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides

Tao Fan, Wei-Dong Meng and Xingang Zhang
Beilstein J. Org. Chem. 2017, 13, 2610–2616. https://doi.org/10.3762/bjoc.13.258

Supporting Information

Supporting Information File 1: General experimental information, experimental details on the synthesis of compounds 24 and 6; full characterization data as well as 1H/ 19F/ 13C NMR spectra of all products.
Format: PDF Size: 4.2 MB Download

Cite the Following Article

Palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides
Tao Fan, Wei-Dong Meng and Xingang Zhang
Beilstein J. Org. Chem. 2017, 13, 2610–2616. https://doi.org/10.3762/bjoc.13.258

How to Cite

Fan, T.; Meng, W.-D.; Zhang, X. Beilstein J. Org. Chem. 2017, 13, 2610–2616. doi:10.3762/bjoc.13.258

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 113.1 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Zhao, G.; Li, W.; Zhang, J. Recent Advances in Palladium-Catalyzed Asymmetric Heck/Tsuji-Trost Reactions of 1,n-Dienes. Chemistry (Weinheim an der Bergstrasse, Germany) 2024, 30, e202400076. doi:10.1002/chem.202400076
  • Santiago, T. G.; Palma, P.; Cámpora, J. A tale of two metals: The Mizoroki-Heck reaction as a guide to compare the chemical characters of nickel and palladium in catalysis. Advances in Organometallic Chemistry; Elsevier, 2024; pp 1–179. doi:10.1016/bs.adomc.2024.04.002
  • Li, W.; Mao, T.; Yang, J.; Shang, M.; Li, X.; Wang, A.; Wang, P.; Zhao, L. Synthesis of Secondary Trifluoromethylated Alkyl Bromides with Further Conversion to Boronic Esters and Alcohols. Asian Journal of Organic Chemistry 2023, 12. doi:10.1002/ajoc.202300329
  • Xie, W.; Liu, S.; Hammond, G. B.; Xu, B. Alkali metal salts-assisted coupling reaction between fluorinated benzyl electrophiles and alkenylboronic acids. New Journal of Chemistry 2022, 46, 19095–19099. doi:10.1039/d2nj04156a
  • Guo, P.; Tao, M.; Xu, W.-W.; Wang, A.-J.; Li, W.; Yao, Q.; Tong, J.; He, C.-Y. Synthesis of Secondary Trifluoromethylated Alkyl Bromides Using 2-Bromo-3,3,3-trifluoropropene as a Radical Acceptor. Organic letters 2022, 24, 2143–2148. doi:10.1021/acs.orglett.2c00425
  • Cheng, J.; Zhang, H.; Lv, J.; Zheng, J. Palladium-Catalyzed Intermolecular Dicarbofunctionalization of Unactivated Alkenes: Synthesis of Fluoroalkylated Heterocycles with All-Carbon Quaternary Centers. European Journal of Organic Chemistry 2021, 2022. doi:10.1002/ejoc.202101342
  • Sun, X.; Dong, X.; Liu, H.; Liu, Y. Recent Progress in Palladium‐Catalyzed Radical Reactions. Advanced Synthesis & Catalysis 2021, 363, 1527–1558. doi:10.1002/adsc.202001315
  • Pingjie, W.; Cheng, Z.; Wang, X.; Wu, J.; Wu, F. Copper-Catalyzed Three-Component Reactions of 2-Iodo-2,2-difluoroacetophenones, Alkynes, and Trimethylsilyl Cyanide. European Journal of Organic Chemistry 2021, 2021, 1420–1423. doi:10.1002/ejoc.202001650
  • Liu, C.; Zhu, C.; Cai, Y.; Yang, Z.; Zeng, H.; Chen, F.; Jiang, H. Fluorohalogenation of gem‐Difluoroalkenes: Synthesis and Applications of α‐Trifluoromethyl Halides. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 26, 1953–1957. doi:10.1002/chem.201905445
  • Israr, M.; Xiong, H.; Li, Y.; Bao, H. Copper(I)-Catalyzed Cyanoperfluoroalkylation of Alkynes. Organic letters 2019, 21, 7078–7083. doi:10.1021/acs.orglett.9b02648
  • Muñoz-Molina, J. M.; Pérez, P. J. Ruthenium-Catalyzed Heck-Type Alkenylation of Alkyl Bromides. The Journal of organic chemistry 2019, 84, 8289–8296. doi:10.1021/acs.joc.9b00898
  • Kurandina, D.; Chuentragool, P.; Gevorgyan, V. Transition-Metal-Catalyzed Alkyl Heck-Type Reactions. Synthesis 2019, 51, 985–1005. doi:10.1055/s-0037-1611659
  • Yang, J.; Zhao, H.-W.; He, J.; Zhang, C.-P. Pd-Catalyzed Mizoroki-Heck Reactions Using Fluorine-Containing Agents as the Cross-Coupling Partners. Catalysts 2018, 8, 23. doi:10.3390/catal8010023
Other Beilstein-Institut Open Science Activities