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Table 1 Optimization of reaction condition for the C-S cross-coupling using CuO@ARF a

From: An efficient heterogeneous catalyst (CuO@ARF) for on-water C-S coupling reaction: an application to the synthesis of phenothiazine structural scaffold

Entry

Solvent

Base

Additive

Temperature/time

Yield (%)b,c

1

Water

K2CO3

-

100°C/24 h

62

2d

Water

K2CO3

TBAB

100°C/8 h

83

3 e

Water

K 2 CO 3

SDS

100°C/8 h

90

4e

Water

K2CO3

SDS

RT/24 h

00

5e

Water

K2CO3

SDS

60°C/24 h

68

6e

Water

-

SDS

100°C/24 h

56

7

DMF

K2CO3

-

100°C/24 h

67

  1. a4-Iodoanisole (1 mmol), benzenethiol (1.2 mmol), CuO@ARF (200 mg), K2CO3 (1.1 mmol), and solvent (3 mL). bIsolated yield. cSmall quantity of diphenyl disulfide was formed (≤5%). dTBAB (1 eqv) was used. eSDS (10 mol%) was used.