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. 2020 Mar 11;11(14):3719–3726. doi: 10.1039/d0sc00361a

Conversion of indoles to dihydroacridinesa.

graphic file with name d0sc00361a-u1.jpg
Entry Substrate Product Yield%
1 22, R1 = R2 = R3 = H 30, R1 = R2 = R3 = H 58
2 23, R1 = R2 = H, R3 = Me 31, R1 = R2 = H, R3 = Me 77
3 24, R1 = R2 = H, R3 = Et 32, R1 = H, R2 = R3 = Me 66
4 25, R1 = H, R2 = R3 = Me 32, R1 = H, R2 = R3 = Me 53
5 26, R1 = R2 = H, R3 = Ph 33, R1 = R2 = H, R3 = Ph 92
6 27, R1 = R2 = H, R3 = C8H17 34, R1 = R2 = H, R3 = C8H17 55
7 28, R1 = R2 = H, R3 = C4H9 35, R1 = R2 = H, R3 = C4H9 71
8 29, R1 = 4-Me, R2 = R3 = H 36, R1 = 2-Me, R2 = R3 = H 38
a

Reactions were carried out neat (i.e. without added solvent).