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CC BY-ND-NC 4.0 · SynOpen 2018; 02(02): 0128-0132
DOI: 10.1055/s-0036-1591573
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[4+3]-Annulation of 3-Cyano-4-aryl-2-iminochromenes with 1,2-Diaminobenzene: An Access to Novel Chromenobenzodiazepines

Mohini Mourya
a   Department of Chemistry, University of Rajasthan, JLN Marg, Jaipur-302004, India   eMail: akb31377@gmail.com
,
Himanshu Sharma
a   Department of Chemistry, University of Rajasthan, JLN Marg, Jaipur-302004, India   eMail: akb31377@gmail.com
,
Yogesh C. Joshi
a   Department of Chemistry, University of Rajasthan, JLN Marg, Jaipur-302004, India   eMail: akb31377@gmail.com
,
Ashok K. Basak  *
a   Department of Chemistry, University of Rajasthan, JLN Marg, Jaipur-302004, India   eMail: akb31377@gmail.com
b   Department of Chemistry, Institute of Science, Banaras Hindu University, Varanasi-221005, India
› InstitutsangabenA research grant from DST-SERB (YSS/2014/000957) and UGC (F.4–5/2006(BSR)), New Delhi is gratefully acknowledged.

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Publikationsverlauf

Received: 26. Februar 2018

Accepted after revision: 05. April 2018

Publikationsdatum:
08. Mai 2018 (online)

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Abstract

3-Cyano-4-aryl-2-iminochromenes undergo [4+3]-annulation with 1,2-diaminobenzene under mild acidic conditions to generate novel chromenobenzodiazepines in good yields. The annulation reaction was also successful with 2-aminophenol and 2-aminothiophenol. The chromenobenzodiazepines could be conveniently reduced to the corresponding 4H-chromenobenzodiazepines under mild acidic conditions.

Key words

3-cyano-4-aryl-2-iminochromene - 1,2-diaminobenzene - [4+3]-annulation - chromenobenzodiazepine - chromenobenzoazepine

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591573.
  • Supporting Information
 

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