Title of article :
(±)-CSA catalyzed Friedel–Crafts alkylation of indoles with 3-ethoxycarbonyl-3-hydoxyisoindolin-1-one: an easy access of 3-ethoxycarbonyl-3-indolylisoindolin-1-ones bearing a quaternary α-amino acid moiety
Author/Authors :
Srivastava، نويسنده , , Anvita and Singh، نويسنده , , Shivendra and Samanta، نويسنده , , Sampak، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2013
Pages :
5
From page :
1444
To page :
1448
Abstract :
For the first time, a very simple, efficient, mild, catalytic, and one-step procedure for the synthesis of a series of new 3-ethoxycarbonyl-3-indolylsubstituted-isoindol-1-one derivatives has been achieved via a Friedel–Crafts alkylation of indoles with 3-hydroxy-3-ethoxycarbonylisoindolin-1-one at room temperature using easily available inexpensive camphor-10-sulfonic acid as an organocatalyst. The current protocol provides good to excellent yields of the title compounds with high substrate scope. In addition, the desired product possesses a chiral quaternary carbon center at the 3-position on isoindolin-1-one ring which is flanked by indole moiety, amino and ester groups for further elaborations.
Keywords :
Br?nsted acid catalyst , CSA , 3 , 3-Disubstituted-isoindolin-1-one , Friedel–Crafts alkylation , quaternary carbon center , Cyclic ?-amino acid moiety , indole
Journal title :
Tetrahedron Letters
Serial Year :
2013
Journal title :
Tetrahedron Letters
Record number :
1883961
Link To Document :
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