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. 2021 Mar 16;17:730–736. doi: 10.3762/bjoc.17.62

Table 1.

Synthesis of N-substituted 4-aminopyrrolo[3,2-c]quinolines 22 by electrocyclization of carbodiimides 20.

graphic file with name Beilstein_J_Org_Chem-17-730-i001.jpg

entry R 19 20 22

time
(h)
yield
(%)
time
(h)
yield
(%)
time
(h)
yield
(%)

1 graphic file with name Beilstein_J_Org_Chem-17-730-i002.jpg a 12 50 4 64 2 90

2 graphic file with name Beilstein_J_Org_Chem-17-730-i003.jpg b 12 98 1 a 2 49b

3 graphic file with name Beilstein_J_Org_Chem-17-730-i004.jpg c 20 64 2 75 1 61

4 graphic file with name Beilstein_J_Org_Chem-17-730-i005.jpg d 18 98 0.5 68 1 c

aSince carbodiimide 20b was unstable, the next reaction was carried out without purification. bYield from 19b. cUnknown compounds.