Table 1 Optimization of the reaction conditionsa.

From: Highly selective synthesis of all-carbon tetrasubstituted alkenes by deoxygenative alkenylation of carboxylic acids

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Entry

Variation of standard conditions

Yield(%)b

1

none

90

2

L2 instead of L1

70

3

L3 instead of L1

60

4

PC-2 instead of PC-1

Trace

5

MeCN as solvent

Trace

6

DCM as the solvent

ND

7

THF as the solvent

10

8

Cs2CO3 as base

32

9

No PC-1 or [Ni] or Ph3P or light

ND

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  1. DMF N,N-dimethylformamide, ND not detected, Ni(COD)(DQ) cyclo-octa-1,5-diene(tetramethyl-1,4-benzoquinone)nickel.
  2. aStandard conditions: PC-1 (1 mol%), Ni(COD)(DQ) (3 mol%), L1 (5 mol%), 1a (0.2 mmol), 2a (0.3 mmol), Ph3P (0.3 mmol), Na2CO3 (0.4 mmol), DMF (3.5 mL), blue LEDs, under air atmosphere at ambient temperature, 24 h.
  3. bIsolated yields.