IRIS publication 108666792
A Practical Synthesis of Biaryls via a Thermal Decarboxylative Pd-Catalyzed Cross-Coupling Reaction Operating at Moderate Temperature
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TY - JOUR - Mitchell, D,Coppert, DM,Moynihan, HA,Lorenz, KT,Kissane, M,McNamara, OA,Maguire, AR - 2011 - January - Organic Process Research ; Development - A Practical Synthesis of Biaryls via a Thermal Decarboxylative Pd-Catalyzed Cross-Coupling Reaction Operating at Moderate Temperature - Validated - () - ARENECARBOXYLIC ACIDS AROMATIC CARBOXYLATES ARYL HALIDES SALTS - 15 - 981 - 985 - The palladium-catalyzed decarboxylative cross-coupling of aminothiophene carboxylate and 1-bromo-4-chlorobenzene to produce 3-amino-2-(4-chlorophenyl)thiophene (2) is described. The cross-coupling proceeds under relatively mild conditions using catalytic Pd(0) and TBAB. Through use of a mixed-solvent system of DMF and NMP, it was possible to operate the cross-coupling system at 80 degrees C. An assessment of carbon dioxide liberation, which provides insight into the reaction operating parameters, is also discussed. - DOI 10.1021/op200030t DA - 2011/01 ER -
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@article{V108666792, = {Mitchell, D and Coppert, DM and Moynihan, HA and Lorenz, KT and Kissane, M and McNamara, OA and Maguire, AR }, = {2011}, = {January}, = {Organic Process Research ; Development}, = {A Practical Synthesis of Biaryls via a Thermal Decarboxylative Pd-Catalyzed Cross-Coupling Reaction Operating at Moderate Temperature}, = {Validated}, = {()}, = {ARENECARBOXYLIC ACIDS AROMATIC CARBOXYLATES ARYL HALIDES SALTS}, = {15}, pages = {981--985}, = {{The palladium-catalyzed decarboxylative cross-coupling of aminothiophene carboxylate and 1-bromo-4-chlorobenzene to produce 3-amino-2-(4-chlorophenyl)thiophene (2) is described. The cross-coupling proceeds under relatively mild conditions using catalytic Pd(0) and TBAB. Through use of a mixed-solvent system of DMF and NMP, it was possible to operate the cross-coupling system at 80 degrees C. An assessment of carbon dioxide liberation, which provides insight into the reaction operating parameters, is also discussed.}}, = {DOI 10.1021/op200030t}, source = {IRIS} }
Data as stored in IRIS
AUTHORS | Mitchell, D,Coppert, DM,Moynihan, HA,Lorenz, KT,Kissane, M,McNamara, OA,Maguire, AR | ||
YEAR | 2011 | ||
MONTH | January | ||
JOURNAL_CODE | Organic Process Research ; Development | ||
TITLE | A Practical Synthesis of Biaryls via a Thermal Decarboxylative Pd-Catalyzed Cross-Coupling Reaction Operating at Moderate Temperature | ||
STATUS | Validated | ||
TIMES_CITED | () | ||
SEARCH_KEYWORD | ARENECARBOXYLIC ACIDS AROMATIC CARBOXYLATES ARYL HALIDES SALTS | ||
VOLUME | 15 | ||
ISSUE | |||
START_PAGE | 981 | ||
END_PAGE | 985 | ||
ABSTRACT | The palladium-catalyzed decarboxylative cross-coupling of aminothiophene carboxylate and 1-bromo-4-chlorobenzene to produce 3-amino-2-(4-chlorophenyl)thiophene (2) is described. The cross-coupling proceeds under relatively mild conditions using catalytic Pd(0) and TBAB. Through use of a mixed-solvent system of DMF and NMP, it was possible to operate the cross-coupling system at 80 degrees C. An assessment of carbon dioxide liberation, which provides insight into the reaction operating parameters, is also discussed. | ||
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DOI_LINK | DOI 10.1021/op200030t | ||
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