Skip to main content

Table 1 The effect of different parameters on the reaction of 1a and 2a.a

From: Cu-catalyzed, Mn-mediated propargylation and allenylation of aldehydes with propargyl bromides

View full size image

Entry

[Cu]

Solvent

Mn

Time/h

Yield/% of 3ab

1

CuBr2

MeCN

–

12

Trace

2

–

MeCN

Mn

12

16

3

CuBr2

MeCN

Mn

12

47

4

CuBr2

THF

Mn

12

Trace

5

CuBr2

DCM

Mn

12

Trace

6

CuBr2

EtOH

Mn

12

24

7c

CuBr2

MeCN

Mn

12

24

8d

CuBr2

MeCN

Mn

12

13

9

CuSO4

MeCN

Mn

12

59

10

CuCl

MeCN

Mn

12

83

11

CuCl2

MeCN

Mn

12

63

12

CuBr

MeCN

Mn

12

74

13

CuI

MeCN

Mn

12

41

14e

CuCl

MeCN

Mn

12

75

15f

CuCl

MeCN

Mn

12

33

16

CuCl

MeCN

Mn

24

 > 99

  1. aReaction conditions: All reactions were performed with 1a (0.5 mmol), 2a (1.5 equiv.), copper catalyst (10 mol%), Mn powder (3 equiv.), CF3COOH (25 mol%), solvent (2 mL), at room temperature under N2 atmosphere. b Yield was determined by GC with dodecane as internal standard based on 1a. c Reaction in the air. d Without CF3COOH. e 5.0 equiv. of Mn was added. f CuCl (20 mol%) was added.