Synergistic photoredox/palladium catalysis enables enantioconvergent carboxylation of racemic heterobiaryl (pseudo)halides with CO2

Yong-Yuan Gui , Xiao-Wang Chen , Jun-Ping Yue , Da-Gang Yu

Chemical Synthesis ›› 2024, Vol. 4 ›› Issue (4) : 66

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Chemical Synthesis ›› 2024, Vol. 4 ›› Issue (4) :66 DOI: 10.20517/cs.2024.112
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Synergistic photoredox/palladium catalysis enables enantioconvergent carboxylation of racemic heterobiaryl (pseudo)halides with CO2

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Carbon dioxide / photoredox/palladium catalysis / enantioconvergent carboxylation / axially chiral esters / heterobiaryl (pseudo)halides

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Yong-Yuan Gui, Xiao-Wang Chen, Jun-Ping Yue, Da-Gang Yu. Synergistic photoredox/palladium catalysis enables enantioconvergent carboxylation of racemic heterobiaryl (pseudo)halides with CO2. Chemical Synthesis, 2024, 4(4): 66 DOI:10.20517/cs.2024.112

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References

[1]

Liu Q,Jackstell R.Using carbon dioxide as a building block in organic synthesis.Nat Commun2015;6:5933

[2]

Tortajada A,Börjesson M,Martin R.Transition metal-catalyzed carboxylation reactions with carbon dioxide.Angew Chem Int Ed Engl2018;57:15948-82

[3]

Ye JH,Huang H,Yu DG.Radical carboxylative cyclizations and carboxylations with CO2.Acc Chem Res2021;54:2518-31

[4]

Zhong G,He L.Regioselectivity of N-heteroarene electrocarboxylations: divided vs. undivided cell.Chem Synth2023;3:19

[5]

Sun GQ,Ran CK,Yu DG.Recent advances in electrochemical carboxylation with CO2.Acc Chem Res2024;57:2728-45

[6]

Vaitla J,Mannisto JK.Enantioselective incorporation of CO2: status and potential.ACS Catal2017;7:7231-44

[7]

Ran CK,Gui YY.Recent advances in asymmetric synthesis with CO2.Sci China Chem2020;63:1336-51

[8]

Shi Y,Zhou Y,Liu YL.Catalytic enantioselective synthesis using carbon dioxide as a C1 synthon.Org Biomol Chem2020;18:8597-619

[9]

Chen XW,Gui YY.Atropisomeric carboxylic acids synthesis via nickel-catalyzed enantioconvergent carboxylation of aza-biaryl triflates with CO2.Angew Chem Int Ed Engl2024;63:e202403401

[10]

Chan AY,Bissonnette NB.Metallaphotoredox: the merger of photoredox and transition metal catalysis.Chem Rev2022;122:1485-542

[11]

Chen Y,Yu DG,Xiao WJ.Visible light-driven organic photochemical synthesis in China.Sci China Chem2019;62:24-57

[12]

Shimomaki K,Martin R.Visible-light-driven carboxylation of aryl halides by the combined use of palladium and photoredox catalysts.J Am Chem Soc2017;139:9467-70

[13]

Bhunia SK,Nandi S.Carboxylation of aryl triflates with CO2 merging palladium and visible-light-photoredox catalysts.Org Lett2019;21:4632-37

[14]

Jin Y,Iwasawa N.Visible-light-enabled carboxylation of benzyl alcohol derivatives with CO2 using a palladium/iridium dual catalyst.ChemSusChem2022;15:e202102095

[15]

Ye B,Zheng K,Liu J.Synergistic photoredox/palladium catalyzed enantioconvergent carboxylation of racemic heterobiaryl (pseudo)halides with CO2.Angew Chem Int Ed Engl2024;e202413949

[16]

Shimomaki K,Caner J,Iwasawa N.Palladium-catalyzed visible-light-driven carboxylation of aryl and alkenyl triflates by using photoredox catalysts.Org Lett2019;21:4486-89

[17]

Zhang P,Zhang T,Zhou W.The mechanism of the palladium-catalysed reaction of allylic acetates with carbonyl compounds via electrochemical reduction.J Chem Soc Chem Commun1991;491-2

[18]

Lv Y,Yu H.Mechanism of the Ir/Pd catalyzed photocarboxylation of aryl halides.Chin Chem Lett2021;32:1403-6

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