Analyzing the synthesis route of 40899-71-6

The synthetic route of 40899-71-6 has been constantly updated, and we look forward to future research findings.

40899-71-6, 1-(Phenylsulfonyl)-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of i-Pr2NH (3.5 mL, 25 mmol) in THF was added 1.64 M solution of n-BuLi inn-hexane (14.4 mL, 24 mmol) at -78 C, and the mixture was stirred at 0 C for 30 min. After thereaction mixture was cooled to -78 C, a solution of S6 (3.0 g, 12 mmol) in THF (20 mL) wasadded. The mixture was stirred at -78 C for 1.5 h, and then at 0 C for 1 h. To this reactionmixture was added I2 (3.0 g, 12 mmol) at -78 C, and the mixture was stirred at ambienttemperature for 20 h. The reaction was quenched with 3% aqueous solution of Na2CO3 and themixture was extracted with EtOAc. The combined organic layers were washed with water andbrine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified bycolumn chromatography on silica gel (n-hexane-EtOAc 20:1) to give a 2:1 mixture of 2-iodinatedS6 and unreacted S6 (3.66 g). To a solution of the obtained mixture (3.66 g) in dioxane (37 mL)was added NaOt-Bu (1.0 g, 11 mmol) at ambient temperature, and the mixture was stirred at 80 Cfor 3 h. The reaction was quenched with water, and the mixture was extracted with EtOAc. Thecombined organic layers were dried over MgSO4 and concentrated under reduced pressure. Theresidue was purified by column chromatography on silica gel (n-hexane-EtOAc 100:1) to give2-iodo-1H-indole (S7, 1.6 g, 6.6 mmol, 55%) as a colorless solid., 40899-71-6

The synthetic route of 40899-71-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kudoh, Takayuki; Fujisawa, Syo; Kitamura, Megumi; Sakakura, Akira; Synlett; vol. 28; 16; (2017); p. 2189 – 2193;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles