Simple exploration of 3-Methyloxindole

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1504-06-9, name is 3-Methyloxindole, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Methyloxindole

General procedure: To a Schlenk tube were added 2-oxindoles 1 (0.3 mmol),Cu(OAc)2 (0.03 mmol), DTBP (0.6 mmol), and 1,4-dioxane (2mL). Then the tube was stirred at 120 C under air for the indicatedtime until complete consumption of starting material asmonitored by TLC analysis. After the reaction was finished, thesolution was concentrated under reduced pressure, and themixture was purified by flash column chromatography oversilica gel (hexane/ethyl acetate) to afford the desired products 2and was analyzed by 1H NMR and 13C NMR spectroscopy andHRMS (see Supporting Information).Typical Data for Representative Compound – 3,3?-Dimethyl-[3,3?-biindoline]-2,2?-dione (2a)d.r. = 19:1, brown solid (0.0701 g, 80% yield). 1H NMR (400 MHz,DMSO-d6): delta = 10.48 (s, 1.9 H), 10.31 (s, 0.1 H), 8.01 (d, J = 3.2Hz, 0.1 H), 7.80 (t, J = 5.1 Hz, 0.1 H), 7.40 (d, J = 1.6 Hz, 0.1 H),7.33 (d, J = 7.6 Hz, 0.1 H), 7.09 (d, J = 7.6 Hz, 1.9 H), 6.96 (t, J = 7.6Hz, 1.9 H), 6.78 (t, J = 7.2 Hz, 1.9 H), 6.54 (d, J = 7.6 Hz, 1.9 H),1.58 (s, 5.7 H), 1.55 (s, 0.3 H).13C NMR (100 MHz, DMSO-d6): delta =179.8, 141.4, 132.3, 128.3, 123.4, 121.5, 109.4, 50.4, 17.6. HRMS(ESI): m/z calcd for C18H17N2O2+ [M + H]+: 293.1285; found:293.1284.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Huang, Yi-Ling; Bao, Wen-Hui; Ying, Wei-Wei; Chen, Wei-Ting; Gao, Le-Han; Wang, Xin-Ye; Chen, Gan-Ping; Ge, Guo-Ping; Wei, Wen-Ting; Synlett; vol. 29; 11; (2018); p. 1485 – 1490;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem