Regioselective Synthesis of Quinazolinone-/Phenanthridine-Fused Heteropolycycles by Pd-Catalyzed Direct Intramolecular Aerobic Oxidative C¢H Amination from Aromatic Strained Amides
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
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| Title |
Regioselective Synthesis of Quinazolinone-/Phenanthridine-Fused Heteropolycycles by Pd-Catalyzed Direct Intramolecular Aerobic Oxidative C¢H Amination from Aromatic Strained Amides
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| Creator |
Banerji, Biswadip
Bera, Suvankar Chatterjee, Satadru Killi, Sunil Kumar Adhikary, Saswati |
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| Subject |
Chemistry
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| Description |
A new route for the expedient synthesis of specific
regioisomer of quinazolinone- and phenanthridine-fused
heterocycles through a palladium-catalyzed regioselective
intramolecular oxidative C¢H amination from cyclic strained
amides of aromatic amido–amidine systems (quinazolinones)
has been developed. The amine functionalization of an aromatic
C¢H bond from a strained amide nitrogen involved in
aromaticity has been a challenging work so far. The fusion
of two heterocyclic cores, quinazolinone and phenanthridine,
can occur in two different ways (linear and angular),
but under the conditions reported here, only linear type
isomer is exclusively produced. This approach provides a variety
of substituted quinazolinone- and phenanthridine-fused
derivatives in moderate to excellent yields. Moreover, such
fused molecules show excellent fluorescent properties and
have great potential to be a new type of fluorophores for
the use in medicinal and material science.
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| Date |
2016
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://www.eprints.iicb.res.in/2479/1/CHEMISTRY%2DA_EUROPEAN_JOURNAL__Vol.__22_(10_)3506%2D3512;2016.pdf
Banerji, Biswadip and Bera, Suvankar and Chatterjee, Satadru and Killi, Sunil Kumar and Adhikary, Saswati (2016) Regioselective Synthesis of Quinazolinone-/Phenanthridine-Fused Heteropolycycles by Pd-Catalyzed Direct Intramolecular Aerobic Oxidative C¢H Amination from Aromatic Strained Amides. Chem. Eur. J., 22 (3512). pp. 1-7. |
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| Relation |
http://www.eprints.iicb.res.in/2479/
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