Reaction #1186926

ord-cae9d38b614b4db8b9c15bc2890c6fb7

Reaction equation

Clc1ccc2ncccc2c1
Clc1ccc2ncccc2c1
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O
Cc1ccc2c(cnn2C2CCCCO
→
Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1
Cc1ccc2c(cnn2C2CCCCO
Yield 5.3%

Reactants

Clc1ccc2ncccc2c1
Clc1ccc2ncccc2c1
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O

Reagents

C1CCC(P(C2CCCCC2)C2CCCCC2)CC1
C1CCC(P(C2CCCCC2)C2CCCCC2)CC1
O=C([O-])O.[Na+]
O=C([O-])O.[Na+]
CC(C)(C)c1ccc(-c2ccc(C(C)(C)C)cc2)cc1
CC(C)(C)c1ccc(-c2ccc(C(C)(C)C)
CC(=O)[O-].CC(=O)[O-].[Pd+2]
CC(=O)[O-].CC(=O)[O-].[Pd+2]

Solvents

CCc1cccc(CC)c1
CCc1cccc(CC)c1
CC#N
CC#N
O
O
Cc1ccccc1
Cc1ccccc1
O
O
CN(C)C=O
CN(C)C=O
CCc1cc(CC)cc(CC)c1
CCc1cc(CC)cc(CC)c1

Conditions

Temperature
100°CELSIUS

Source

DOI: 10.1126/science.aap9112Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions