New Efficient Synthesis of 6,12-Dihydro-5 H -quinazolino[3,2- a ] quinazolin-5-ones via Ugi/Staudinger/Aza-Wittig/Addition/Nucleophilic Acyl Substitution Sequence.
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| Title: | New Efficient Synthesis of 6,12-Dihydro-5 H -quinazolino[3,2- a ] quinazolin-5-ones via Ugi/Staudinger/Aza-Wittig/Addition/Nucleophilic Acyl Substitution Sequence. |
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| Authors: | Yang, Mao-Lin1 (AUTHOR), Chen, Hao-Ran1 (AUTHOR), Zhao, Long1 (AUTHOR), Ding, Ming-Wu1 (AUTHOR) |
| Source: | Synthesis. Feb2023, Vol. 55 Issue 3, p465-472. 8p. |
| Subjects: | Isocyanides, Isocyanates, Amides, Triphenylphosphine, Quinazoline |
| Abstract: | A new efficient synthesis of 6,12-dihydro-5 H -quinazolino[3,2- a ]quinazolin-5-ones by sequential Ugi/Staudinger/aza-Wittig/addition/nucleophilic acyl substitution has been developed. α-Amino amides, obtained from Ugi-3CR of 2-azidobenzaldehydes, methyl 2-aminobenzoates, and isocyanides in the presence of catalytic amount of phenylphosphinic acid, reacted with triphenylphosphine and isocyanates to give 6,12-dihydro-5 H -quinazolino[3,2- a ]quinazolin-5-ones in good yields. This method provides a domino and effective strategy for the preparation of various substituted quinazolino[3,2- a ]quinazolin-5-ones under mild reaction condition. [ABSTRACT FROM AUTHOR] |
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| Database: | Engineering Source |
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