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Decarboxylative cross-coupling

Recorded reactions filed under this class. The ones that carry a written procedure and an atom map are shown below as worked examples.

A reaction of this kind

One of the recorded examples, drawn from its own reaction SMILES. Read this record

Worked examples

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

Cc1ccc(I)cc1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)(c3c…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.CSCCC(NC(=O)OC(C)(C)C)C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

N#Cc1ccc(Br)cc1F.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

Clc1ccc(I)cc1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)(c3…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

Fc1ccc(I)cc1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)(c3c…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->3…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

Fc1ccc(Cl)nc1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)(c3…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.O=C(O)C1CCCO1>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)(c3cc(F)cc(F…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.CC(C)(C)OC(=O)N1CCOCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.CC(C)C(NC(=O)OC(C)(C)C)C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn-…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.CC(C)(C)OC(=O)NC(CCC(=O)Oc1ccccc1)C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

Cc1cc(Br)ccn1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)(c3…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

Cc1ccnc(Br)c1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)(c3…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.CC(C)(C)OC(=O)N1CCCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

O=C(O)c1ccc(Br)cc1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->3…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.CC(C)CC(C(=O)O)N(C)C(=O)OC(C)(C)C>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

COc1ccc(I)cc1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->35)(c3…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

CC(=O)c1ccc(Br)cc1.O=C(O)C1CCCN1C(=O)OCc1ccccc1>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn->…

A recorded reaction

Procedure (from the source record): Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

Clc1cc(-c2ccccc2)ncn1.CC(C)(C)OC(=O)N1CCCC1C(=O)O>CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.Cl[Ni]Cl.CC(C)(C)c1ccn2->[Ir+]34(c5cc(F)cc(F)c5-c5ccc(C(F)(F)F)cn…

Reading these records

Everything on a record page came from the source that published it. Conditions the source did not state are shown as not recorded, and no typical value is substituted for them. Yields are whatever was measured by whoever ran the experiment.

Other classes

Buchwald–Hartwig amination

Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.

Suzuki–Miyaura coupling

Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.

Reductive amination

Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.

Mizoroki–Heck reaction

Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.

Imidazole arylation

Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.

Buchwald–Hartwig etherification

Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.

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