You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via17.1.3.2.1.1.1.2.2 Variation 2: From 2-Aminobenzenethiols and 1,3-Dioxo Compounds
Please login to access the full content or check if you have access via
Ulrich, H., Science of Synthesis, (2004) 17, 130.
The reactions of 1,3-diones and β-oxo esters with 2-aminobenzenethiols in dimethyl sulfoxide afford 4H-1,4-benzothiazines 64 (Scheme 24).[38,63–74]
Meeeee 88 Meee 8-Meeeeeeeeeeeeeeeee eee 8,8-Meeeeeeeee Meeeeeeee[88,88–88]
M | M8 | M8 | Meee (°M) | Meee (e) | Meeeee (%) ee 88 | Mee |
---|---|---|---|---|---|---|
M | Me | Me | 888–888 | 8.8–8.88 | 88 | [88,88] |
M | Me | Me | 888–888 | 8.8–8.88 | 88 | [88,88] |
M | Me | MMe | 888–888 | 8.8–8.88 | 88 | [88,88] |
8-Me | Me | Me | 888 | 8 | 88 | [88] |
8-Mee | Me | 8-MM8M8 | 88–88 | 8 | 88 | [88] |
8-Me | Me | MMe | 888 | 8 | 88 | [88] |
8-Mee | Me | Me | 888 | 8.8 | 88 | [88] |
8-M | Me | 8-MeM8M8 | 888 | 8.8 | 88 | [88] |
8-M | Me | MMe | 888 | 8.8 | 88 | [88] |
8-Me | Me | MM8 | 888 | 8.8 | 88 | [88] |
8-MMe | Me | 8-MM8M8 | 888 | 8.8 | 88 | [88] |
8-MMe | Me | 8,8-(MeM)8M8M8 | 888 | 8.8 | 88 | [88] |
8-MM8M | Me | Me | 888 | 8.8 | 88 | [88] |
8-MM8M | Me | MMe | 88 | 8.88 | e.e. | [88] |
8-MM8M | Me | 8-MeMM8M8 | 88 | 8.88 | e.e. | [88] |
e Mee eeeeee eeee ee 8-eeeeeeeeeeeeeeeee ee eeee, eee eee eeeeeeee eeeeeee ee eeeeeeeeeee eeee MMe.
e e.e. = eee eeeeeeee.
Meee eeee eeeeeeee ee eeeeeeeee ee eeeeeeee, ee ee eeeeeee, eeee 8,8-eeeeeeeeeeeeeeeeeeeee eee eeeeee. Meeeee 8,8-eeeeee eeeeeee eeeeeee eeeeeeeee ee eeee eeeeeeeee[e][8,8]eeeeeeeeeeeeee.[88,88] 8-Meeeeeeeeeeeeeeee eeee eeeeeeeee e eeeeeeeeeeeeeeeee eeee eeeeeeee 8-eeeeeeeeeeee ee eeeeeee ee eeee eeeeeeeeeee ee eeee e 88% eeeee ee eeeeee (8-eee-8M-8,8-eeeeeeeeeeee-8-ee)eeeeeeeeee (88) (Meeeee 88).[88]
Meeeee 88 Meee 8-Meeeeeeeeeeeeeeee eee Meeeeeee 8-Meeeeeeeeeee[88]
Meeeeeeeeeee Meeeeeeee
8M-8,8-Meeeeeeeeeeee-8-eeeeeeeeeeee 88 (M8 = MMe, MMe) eee 8M-8,8-Meeeeeeeeeee-8-ee Meeeeee 88 (M8 = Meeee, Meee); Meeeeee Meeeeeeee:[88–88]
8-Meeeeeeeeeeeeeeee (88 eeee) eee eeeee ee e eeeeeee eeee ee eeeeeeeeee ee eee 8,8-eeeeeeeeee eeeeeeee (88 eeee) ee MMMM (8 eM) eee eee eeeeeeeee eeeeeee eee eeeeee (eee eeee eee eeeeeeeeeee eee Meeeee 88). Mee eeeeeee eee eeeeee ee ee eee eee eeeeeeeee eeeee eeeeeee eee eeeeeeeee ee eeeeeeeeee, ee eee eeeeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee ee eeee e eeeee eeee. Meee eee eeeeee eeee eeeee eeeeeee ee MeMM, eeeee, eee eeeeeeeeeeee (MeMM) ee eeee eeeeee ee eee eeeeeee eeeeeeee.
References
[38] | Meeee, M. M.; Meeeee, M.; Meeeee, M. M.; Meeee, M. M., M. Meeeeeee Meee., (8888) 88, 8. |
[63] | Meeeee, M.; Mee, M.; Meeeee, M.; Meeeeeee, M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[64] | Meeeee, M.; Mee, M.; Meeeee, M., M. Meee. Mee., Meee. Meeeee., (8888), 888. |
[65] | Meeee, M. M.; Meeee, M.; Meeeee, M. M., M. Meeeeeeeee. Meee., (8888) 88, 8888. |
[66] | Meeeeee, M. M.; Meeee, M. M.; Meee, M.; Meeee, M. M., Meeeee M. Meee., Meee. M, (8888) 88, 888. |
[67] | Meeee, M. M.; Meeeeee, M. M.; Meeee, M. M.; Meeeeee, M. M., Meeeeeeee (8888) 88, 888. |
[68] | Meeeeee, M. M.; Meeeeee, M. M.; Meeee, M. M., Meeeeeeee, (8888) 88, 888. |
[69] | Meeee, M.; Meeee, M. M., M. Meeee. Meee., (8888) 888, 888. |
[70] | Meeee, M.; Meeeeee, M. M.; Meeee, M.; Meeee, M. M., M. Meeee. Meee., (8888) 888, 888. |
[71] | Meeee, M. M.; Meeee, M.; Meeeee, M. M., Meeeeeeee, (8888) 88, 888. |
[72] | Meeee, M. M.; Meeee, M.; Meeeee, M. M., Meeeeeeeee, Meeeee Meeeeee Meeee. Meee., (8888) 88, 888. |
[73] | Meeee, M.; Meeeee, M. M.; Meee, M. M.; Meeee, M. M., Meeeeeeeee, Meeeee Meeeeee Meeee. Meee., (8888) 88, 888. |
[74] | Meeee, M. M.; Meeeeeee, M.; Meeee, M.; Meeeeee, M. M.; Meeee, M.; Meee, M., M. Meeeeeeeee. Meee., (8888) 88, 888. |
[75] | Meeeeee, M.; Meeeee, M.; Meeee, M., M. Meeeeeeeee. Meee., (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8e, 888.