Reaction #1186943

ord-ef1dc6a2ff76478a8ab3a7a5b011a6eb

Reaction equation

Clc1ccc2ncccc2c1
Clc1ccc2ncccc2c1
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O
Cc1ccc2c(cnn2C2CCCCO
→
Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1
Cc1ccc2c(cnn2C2CCCCO
Yield 73.0%

Reactants

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

Reagents

CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1
CC(C)c1cc(C(C)C)c(-c2ccccc2P(C
[Cs+].[F-]
[Cs+].[F-]
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