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. 2019 Aug 5;9(42):24117–24133. doi: 10.1039/c9ra03982a

Reaction conditions and yield of products formed in SNAr reactions of 1a with nucleophiles.

Entry Compound Nucleophile Conditions Yield [%]
1 2a C6H5SH TRIS, DMF, rt, 2 h 87
2 2b 4-CH3C6H4SH 89
3 2c 3,5-(CH3)2C6H3SH 81
4 2d 4-CH3OC6H4SH 95
5 2e 3-CH3OC6H4SH 84
6 2f 3-NH2C6H4SH 76
7 2g 4-BrC6H4SH 86
8 2h C6H5CH2SH 65
9 2i CH3(CH2)8CH2SH 37
10 2j N-acetyl-l-cysteine methyl ester 71
11 2k CH3NH2 DMSO, 80 °C, 3 h 71
12 2l CH3(CH2)2NH2 74
13 2m CH3(CH2)3NH2 60
14 2n CH2 Created by potrace 1.16, written by Peter Selinger 2001-2019 CHCH2NH2 65
15 2o C6H5CH2NH2 63
16 2p C6H5OH K2CO3, DMF, 80 °C, 24 h 68
17 2q 4-CH3OC6H4OH 48
18 2r 4-ClC6H4OH 56
19 2s 3-NO2C6H4OH 48