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. 2014 Aug 19;79(17):8049–8058. doi: 10.1021/jo501185f

Table 2. Synthesis of 3,4-Diaryl-3-pyrrolin-2-ones.

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entry substrate producta yieldb (%)
1 11b 14bb 84
2 11c 14cc 45c
3 13c 14cc 25c
4 13c 14dc 72c
5 11d 14dd 96
6 12c 15ac 39
7 12d 15ad 74
8 12b 15bb 55
9 12c 15bc 61c
10 12d 15bd 49
11 12b 15cb 44c
12 12c 15ccd NRe
13 12d 15cd 45
14 12b 15db 69
15 12c 15dc 25
16 12d 15dd 80
17 12b 15eb 57
18 12c 15ec 59
19 12d 15ed 49
a

The product number is comprised first of the letter for Ar4 and second of letter for Ar3; 15ac: Ar4 = phenyl and Ar3 = 3-methoxyphenyl.

b

Yield refers to isolated yields of pure products after column chromatography.

c

Reaction conditions: Ar4–B(OH)2, Pd(dppf)Cl2, Cs2CO3, THF.

d

15cc was obtained by treatment of 14cc with TFA.

e

NR = not run.