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. 2018 Dec 18;3(12):17617–17628. doi: 10.1021/acsomega.8b02147

Table 5. Synthesis of Thienoindoles (6m–q) from RC Adduct 5a and Differently Substituted Indoline-2-thiones 1a.

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entry 1, R X 6 time (h) % yieldb
1 1b, Et H 6m 12 87
2 1c, nPr H 6n 12 55
3 1d, Bn H 6o 13 94
4 1e, Me Cl 6p 5 44
5 1f, H H 6q 7 44
a

Reaction scale: 1a (0.75 mmol, 1.0 equiv), 5 (0.75 mmol, 1.0 equiv), K2CO3 (0.75 mmol, 1.0 equiv) in CH3CN, and H2O (97:3 v/v, 3 mL) at RT.

b

After silica-gel column chromatography.