The present study discloses the synthesis of aryl/vinyl carboxylic acids from Csp2-bound halides (Cl, Br, I) in a carbonylative path by using silyl formate (from CO2 and hydrosilane) as an instant CO-surrogate. Hydrosilane provides hydride for reduction and its oxidation product silanol serves as a coupling partner. Mono-, di-, and tri-carboxylic acids were obtained from the corresponding aryl/vinyl halides.
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http://dx.doi.org/10.1039/c8cc06820h | DOI Listing |
Top Curr Chem (Cham)
November 2024
Hangzhou Institute of Advanced Study, University of Chinese Academy of Sciences, 1 Sub-Lane Xiangshan, Hangzhou, 310024, China.
Adv Sci (Weinh)
August 2024
Center for Supramolecular Chemistry and Catalysis, Department of Chemistry, Shanghai University, Shanghai, 200444, China.
Herein, the use of economically and environmentally friendly bis(pinacolato)diboron (BPin) is described as a non-metallic reductant in mediating Ni-catalyzed C(sp)-C(sp) reductive cross-coupling of alkyl electrophiles with aryl/vinyl halides. This method exhibits excellent suitability for heteroaryl halides and alkyl halides/Katritzky salts. The present study is compatible with an in situ halogenation of alcohol method, allowing for selective mono-functionalization of diols and bio-relevant alcohols (e.
View Article and Find Full Text PDFOrg Biomol Chem
August 2024
Department of Chemistry, School of Physical Sciences, Doon University, Dehradun, 248001, India.
Sonogashira coupling is a reaction of aryl/vinyl halides with terminal alkynes. It is used for the synthesis of conjugated enynes. Generally, copper (Cu) is required as a mediator for this reaction.
View Article and Find Full Text PDFOrg Lett
June 2023
School of Chemistry and Chemical Engineering, Chongqing Key Laboratory of Theoretical and Computational Chemistry, Chongqing University, Chongqing 400044, China.
A fully heterogeneous metallaphotocatalytic C-C cross-coupling of aryl/vinyl halides with alkyl/allyltrifluoroborates has been developed by employing integrated bipyridyl-Ni(II)-carbon nitride as a stable and recyclable bifunctional catalyst. This visible-light-mediated heterogeneous protocol allows for the sustainable synthesis of diverse valuable diarylmethanes and allylarenes in high efficiency.
View Article and Find Full Text PDFJ Org Chem
May 2022
State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, PR China.
An efficient palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of oxygen atom-substituted allylboronates with aryl/vinyl bromides, iodides, and triflates has been developed. The present coupling reactions proceeded smoothly to provide a variety of allylic siloxanes with high efficiency and excellent regioselectivity. This protocol features broad substrate scope, excellent functional group tolerance, and easy gram-scale preparation, and offers an alternative approach for the synthesis of allylic alcohols and their derivatives.
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