Azomethine imines constitute a versatile class of dipoles that are being increasingly used for the synthesis of biologically relevant heterocycles. This review details the various reactions reported in the literature...
A green one pot three component [3+2] cycloaddition of a thiazolo[3,2-b]indole derivative (generated by the reaction of thieno[2,3-b]indole-2,3-dione and dimethyl acetylenedicarboxylate) with isatin derived azomethine ylides is reported here. An...
A simple and efficient method, proceeding through a new mechanistic pathway, for the synthesis of spiro[indoline ‐3,4‐thiopyrano[2.3‐b]indole derivatives have been developed by exploiting the reaction of thieno[2,3‐b]indole‐2,3‐dione with N‐substituted isatilidenes. The compounds synthesized have been screened for antibacterial activity. The generality of the reaction and mechanistic rationale are presented.
Highly regio- and stereoselective synthesis of dispiropyrrolo[2,1-a]isoquinoline-oxindoles have been developed by the one-pot three component reaction of isatins, 1,2,3,4-tetrahydroisoquinoline (THIQ) and a thiazolo[3,2-a]indole derivative. The reaction proceeds regioselectively through an exo-Re face approach of the in-situ generated tetrahydroisoquinolium ylides towards the dipolarophile yielding the corresponding [3+2] cycloadducts in excellent yields and stereoselectivity
A one‐pot reaction of ninhydrin, N‐methyl‐C‐phenyl nitrone, and secondary amine leading to the unprecedented synthesis of 3,3‐disubstituted isochroman‐1,4‐diones is described here. In this reaction, nitrone acts as an oxygen atom donor producing an imine as a side product. The mild reaction conditions, the flexibility of the secondary amines that can be used, the novelty of the product, and the good yields are the highlights of this reaction.
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