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. 2022 Feb 24;7(9):7874–7884. doi: 10.1021/acsomega.1c06781

Table 2. Synthesis of Spiroindoloquinazoline Compounds.

graphic file with name ao1c06781_0015.jpg

entry tryptanthrin 1 active methylene compound 2 nucleophile 3 time (min) product/[yield %] observed m. pt. reported m. pt. (references)
1 1a 2a 3a 60 4a [85] 296–298 >27020
2 1a 2a 3b 60 4b [86] 266–268 >27020
3 1a 2a 3d 60 4c [86] 296–298 this work
4 1a 2a 3e 90 4d [88] 305–310 this work
5 1a 2b 3a 90 4e [82] 262–265 this work
6 1a 2b 3b 90 4f [84] 212–214 this work
7 1a 2b 3c 90 4g [88] 258–260 this work
8 1a 2b 3d 60 4h [82] 226–230 this work
9 1b 2a 3a 90 4i [86] 305–310 >27020
10 1b 2a 3b 90 4j [85] 264–268 >27020
11 1b 2a 3c 90 4k [81] 242–246 >27020
12 1b 2a 3d 90 4l [86] 212–214 this work
13 1c 2a 3a 120 4m [87] 278–280 this work
14 1c 2a 3b 90 4n [88] 254–256 this work
15 1c 2a 3d 120 4o [85] 212–214 this work