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35180-14-4

2-BENZYL-2,3-DIHYDRO-1H-ISOINDOLE synthesis

9synthesis methods
-

Yield: 75 %Spectr. , 10 %Spectr.

Reaction Conditions:

with 1,1,3,3-Tetramethyldisiloxane;tris(pentafluorophenyl)borate in 1,4-dioxane at 110; for 16 h;Inert atmosphere;Schlenk technique;Reflux;Solvent;Temperature;

Steps:

1 General experimental procedures of tri(pentaflurophenyl)borane-catalyzed reduction of cyclicimides (1)
General procedure: To the mixture of B(C6F5)3 (5.0mol%) and cyclic imides (1.0mmol) in dioxane, was added PhSiH3 (3.0mmol) slowly under an atmosphere of nitrogen. The reaction mixture was stirred and refluxed at 110°C under an atmosphere of nitrogen. After the imide was consumed completely (detected by TLC) the mixture was added with aqueous ammonia (15mL) and extracted with CH2Cl2 (10mL×3). The combined organic phase was dried over Na2SO4, after removing the solvent under vacuum, the residue was purified by column chromatography to give the product.

References:

Ding, Guangni;Wu, Xiaoyu;Lu, Bin;Lu, Wenkui;Zhang, Zhaoguo;Xie, Xiaomin [Tetrahedron,2018,vol. 74,# 11,p. 1144 - 1150]

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