In an article, author is Rossi-Ashton, James A., once mentioned the application of 26093-31-2, Name is 7-Amino-4-methylcoumarin, molecular formula is C10H9NO2, molecular weight is 175.184, MDL number is MFCD00006868, category is indole-building-block. Now introduce a scientific discovery about this category, Formula: C10H9NO2.
Iridium-Catalyzed Enantioselective Intermolecular Indole C2-Allylation
The enantioselective intermolecular C2-allylation of 3-substituted indoles is reported for the first time. This directing group-free approach relies on a chiral Ir-(P, olefin) complex and Mg(ClO4)(2) Lewis acid catalyst system to promote allylic substitution, providing the C2-allylated products in typically high yields (40-99 %) and enantioselectivities (83-99 % ee) with excellent regiocontrol. Experimental studies and DFT calculations suggest that the reaction proceeds via direct C2-allylation, rather than C3-allylation followed by in situ migration. Steric congestion at the indole-C3 position and improved pi-pi stacking interactions have been identified as major contributors to the C2-selectivity.
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Reference:
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