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. 2020 Feb 20;11(5):984–990. doi: 10.1021/acsmedchemlett.0c00018

Table 2. Thiadiazine Formation with 3 and Various Aldehydes.

graphic file with name ml0c00018_0009.jpg

Entry R 4a–j Yielda
1 Ph 4a 66%b
2 Me 4b 59%
3 Et 4c 56%
4 2,4-Cl2C6H3 4d 70%
5 4-NCC6H4 4e 41%
6 4-MeCO2C6H4 4f 57%
7 4-CF3C6H4 4g 65%
8 2-BrC6H4 4h 45%
9 4-AcOC6H4 4i 48%
10 3-MeOC6H4 4j 62%
11 3-thiophene 4k 30%
a

Isolated yield after chromatography on SiO2.

b

Reaction was performed using TFA (2.5 equiv), HFIP, 35–40 °C, 17 h.