7-溴吲哚酮

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In an analogous manner 4- and 6-fluoro- and bromooxindoles are prepared, as well as 7-fluorooxindole, 7-bromooxindole, 7-methyloxindole, 4,6-difluorooxindole, 4,7-dichlorooxindole, 5,7-difluorooxindole, 5-n-butyl-7-fluorooxindole, 7-cyclohexyloxindole and 7-cyclopropyloxindole.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of 7-bromo-1,3-dihydro-2H-indol-2-one (200 mg, 0.94 mmol) in DMF (5 mL) were added cesium carbonate (676 mg, 2.07 mmol) and iodomethane (294 mg, 2.07 mmol). The reaction mixture was stirred at ambient temperature for 18 h, then partitioned between H2O (50 mL) and EtOAc (100 mL). The organic extract was dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of hexane:EtOAc—100:0 to 85:15, to give the title compound. MS: m/z=254 (M+1). partitioned between H2O (50 mL) and EtOAc (100 mL) The organic extract was dried over Na2SO4 filtered concentrated in vacuo The crude product was purified by silica gel chromatography eluting with a gradient of hexane

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 7-bromoindolin-2-one (25.4 mg, 0.120 mmol), N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl)thiophene-3-carboxamide (89.5 mg, 0.236 mmol), Fibercat palladium catalyst (Johnson-Matthey, 35.4 mg), and K2CO3 (2 M in water, 0.34 ml, 0.68 mmol) were combined in a microwave reaction vessel and 1,4-dioxane (1.2 ml) was added. The reaction tube was sealed and heated in the microwave (CEM microwave) at 60 Watts and 80 C, first for 10 minutes, and then for 20 minutes. The reaction was cooled to room temperature, diluted with water (5 ml), and extracted with EtOAc (20 ml, 5 ml, 2×10 ml). The organic extracts were combined, dried over sodium sulfate, filtered, concentrated, and purified on HPLC (10%->95% MeCN/water with 0.1% TFA). The fractions with product were purified on silica gel (3:2 hexanes/EtOAc->EtOAc->4:1 EtOAc/MeOH) to afford title compound (11.2 mg, 24%). MS (ESI pos. ion) m/z: 385 (M+H). Calc'd Exact Mass for C23H16N2O2S: 384. was added The reaction tube was sealed heated in the microwave (CEM microwave) at 60 Watts and 80 C, first for 10 minutes extracted with EtOAc (20 ml, 5 ml, 2×10 ml) dried over sodium sulfate filtered concentrated purified on HPLC (10%->95% MeCN/water with 0.1% TFA) The fractions with product were purified on silica gel (3:2 hexanes/EtOAc->EtOAc->4:1 EtOAc/MeOH)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In an analogous manner 4- and 6-fluoro- and bromooxindoles are prepared, as well as 7-fluorooxindole, 7-bromooxindole, 7-methyloxindole, 4,6-difluorooxindole, 4,7-dichlorooxindole, 5,7-difluorooxindole, 5-n-butyl-7-fluorooxindole, 7-cyclohexyloxindole and 7-cyclopropyloxindole.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In an analogous manner 4- and 6-fluoro- and bromooxindoles are prepared, as well as 7-fluorooxindole, 7-bromooxindole, 7-methyloxindole, 4,6-difluorooxindole, 4,7-dichlorooxindole, 5,7-difluorooxindole, 5-n-butyl-7-fluorooxindole, 7-cyclohexyloxindole and 7-cyclopropyloxindole.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In an analogous manner 4- and 6-fluoro- and bromooxindoles are prepared, as well as 7-fluorooxindole, 7-bromooxindole, 7-methyloxindole, 4,6-difluorooxindole, 4,7-dichlorooxindole, 5,7-difluorooxindole, 5-n-butyl-7-fluorooxindole, 7-cyclohexyloxindole and 7-cyclopropyloxindole.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In an analogous manner 4- and 6-fluoro- and bromooxindoles are prepared, as well as 7-fluorooxindole, 7-bromooxindole, 7-methyloxindole, 4,6-difluorooxindole, 4,7-dichlorooxindole, 5,7-difluorooxindole, 5-n-butyl-7-fluorooxindole, 7-cyclohexyloxindole and 7-cyclopropyloxindole.

实验步骤: 投料: 加入sm1（1.0eq），加入氰化锌（1.5eq），加入DMF（10V），加入四三苯基膦钯（0.1eq），氮气置换三次，加热至120℃，反应1h送LCMS（显示反应完全），反应液降温，过滤，滤液加入10ml水，20ml DCM ，分相，有机相加入15ml水，水洗三次，分相，水相用DCM反萃两次，有机相用饱和氯化钠洗，分相，有机相干燥，浓缩，过柱

实验步骤: 投料: 加入sm1（1.0eq），加入氰化锌（1.2eq），加入DMF（3V），加入四三苯基膦钯（0.1eq），氮气置换三次，加热至120℃，反应1h送LCMS（显示反应完全），反应液降温，过滤，滤液加入600ml水，300ml DCM（大量固体析出） ，过滤，分相，有机相加入200ml水，水洗三次，分相，水相用DCM反萃两次，有机相用饱和氯化钠洗，分相，有机相干燥，浓缩，过柱得到产品6.56g

实验步骤: 投料: 加入sm1（1.0eq），加入氰化锌（1.5eq），加入DMF（5V），加入四三苯基膦钯（0.1eq），氮气置换三次，加热至120℃，反应1h送LCMS（显示反应完全），反应液降温，过滤，滤液加入200ml水，100ml DCM（大量固体析出） ，过滤，分相，有机相加入200ml水，水洗三次，分相，水相用DCM反萃两次，有机相用饱和氯化钠洗，分相，有机相干燥，浓缩，过柱

实验步骤: 投料: 加入sm1（1.0eq），加入氰化锌（1.5eq），加入DMF（5V），加入四三苯基膦钯（0.1eq），氮气置换三次，加热至120℃，反应1h送LCMS（显示反应完全），反应液降温，过滤，滤液加入300ml水，200ml DCM（大量固体析出） ，过滤，分相，有机相加入200ml水，水洗三次，分相，水相用DCM反萃两次，有机相用饱和氯化钠洗，分相，有机相干燥，浓缩，过柱

实验步骤: 投料: 加入sm1（1.0eq），加入氰化锌（1.5eq），加入DMF（6V），加入四三苯基膦钯（0.1eq），氮气置换三次，加热至120℃，反应1h送LCMS（显示反应完全），反应液降温，过滤，滤液加入150ml水，50ml DCM（大量固体析出） ，过滤，分相，有机相加入100ml水，水洗三次，分相，水相用DCM反萃两次，有机相用饱和氯化钠洗，分相，有机相干燥，浓缩，过柱