Metal–Catalyst-Free Green and efficient synthesis of five and six membered fused N-heterocyclic quinazoline derivatives

[Display omitted] •An efficient and green approach for the synthesis of Tetracyclic nitrogen-bridgehead compounds.•Synthetic approach involves construction of two new rings via sequential CN bond formation.•Recover and recyclability of solvent was established. An efficient and green approach has bee...

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Bibliographic Details
Published in:Tetrahedron letters 2016-11, Vol.57 (46), p.5033-5037
Main Authors: Madhubabu, M.V., Shankar, R., Reddy, G. Rajeshwar, Rao, T. Srinivasa, Basaveswara Rao, Mandava V., Akula, Raghunadh
Format: Article
Language:English
Subjects:
Dihydroisoindolo[2,1-a]quinazoline-5,11-dione
MCR
PEG
Water
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Summary:[Display omitted] •An efficient and green approach for the synthesis of Tetracyclic nitrogen-bridgehead compounds.•Synthetic approach involves construction of two new rings via sequential CN bond formation.•Recover and recyclability of solvent was established. An efficient and green approach has been developed for the construction of Tetracyclic nitrogen-bridgehead compounds were designed and synthesized in good yields. The reaction of easily prepared 3-bromoisobenzofuran-1(3H)-one with isatoic anhydride and amines gave the desired isoindoloquinazolinone derivatives in moderate to good yields. It is also amenable for scale-up.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2016.09.094