Topics in Current Chemistry (2020) 378:16
1 3
N
Ts
O
O
R 2
OH
O
N
Ts
O
R 2
N
O
N
N
O
Me
Me
Me
Me
S
N
N
Ph
[Cu(MeCN) 4 ]PF 6 (5 mol%)
Ligand (7 mol%)
(S)-BTM (20 mol%)
TsCl, (3.0 equiv.)
i Pr 2 NEt (6.0 equiv.)
CH 2 Cl 2 , –20 °C
23 Examples
Ligand:
(S)-BTM:
N
Ts
O
80%
94:6 d.r., 99% ee
N
Ts
O
70%
94:6 d.r., 99% ee
N
Ts
O
82%
88:12 d.r., 99% ee
N
Ts
O
50%
91:9 d.r., 95% ee
N
Ts
O
80%
89:11 d.r., 97% ee
N
Ts
O
92%
88:12 d.r., 96% ee
Br
OMe
S
OMe
F
R 1
R 1
Selected Examples:
Me
Scheme 31 Synthesis of quinolinones via synergistic copper/BTM catalysis by Gong
Scheme 32 Proposed mechanism and stereochemical model for the synthesis of quinolinones
Reprinted from the journal
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