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Synthesis of spiroindolo[2,1‐ b ]quinazolines from Huisgen zwitterions and tryptanthrin‐malononitrile adducts
Author(s) -
Yavari Issa,
Solgi Raziyeh,
KhajehKhezri Aliyeh,
AskarianAmiri Mohammad,
Halvagar Mohammad Reza
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3739
Subject(s) - malononitrile , chemistry , adduct , diastereomer , medicinal chemistry , organic chemistry , combinatorial chemistry , stereochemistry , catalysis
Abstract Functionalized spiroindolo[2,1‐ b ]quinazolines are obtained from the reaction between tryptanthrin‐malononitrile adducts and Huisgen zwitterionic intermediates, generated by addition reaction of aromatic N‐heterocycles with acetylenic esters. The reaction is diastereoselective leading to the formation of a single diastereoisomer. The structure of a typical product established by X‐ray crystallography.