Analyzing the synthesis route of 192189-07-4

192189-07-4 tert-Butyl 3-iodo-1H-indole-1-carboxylate 10497531, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.192189-07-4,tert-Butyl 3-iodo-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: First, Pd(OAc)2 (4.50 mg, 0.02 mmol), NaHCO3 (210 mg, 2.50 mmol), nBu4NCl (278 mg,1.00 mmol) and dry, degassed DMF (3 mL) were placed in an argon flushed screw-cap Schlenktube. Then, (hetero)aryl iodide 1 (1.00 mmol) and allyl alcohol (2) (1.5 mmol) were added (forexperimental details, see Table 2). The mixture was placed in an oil bath at 50 C and was stirreduntil the educt had disappeared as monitored by TLC. After cooling to room temperature, MgO(75.0 mg, 1.86 mmol), PPh3, (262 mg, 1.00 mmol) and ethyl bromoacetate (167 mg, 1.00 mmol)were subsequently added to the reaction mixture and was heated to 50 C for the time t2. Aftercompletion of the sequence the crude reaction mixture was allowed to cool to room temperatureand diluted with ethyl acetate and extracted three times with water. The organic phase was driedwith anhydrous magnesium sulfate and adsorbed on Celite during evaporation. Then, theproduct was purified by chromatography on silica gel (n-hexane/ethyl acetate) to afford theanalytically pure 5-(hetero)arylpent-2-enoates 4., 192189-07-4

192189-07-4 tert-Butyl 3-iodo-1H-indole-1-carboxylate 10497531, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Article; Panther, Jesco; Roehrich, Adalbert; Mueller, Thomas J. J.; ARKIVOC; vol. 2012; 3; (2012); p. 297 – 311;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
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