Get 20M+ Full-Text Papers For Less Than $1.50/day. Start a 14-Day Trial for You or Your Team.

Learn More →

Regioselectivity of nitrilimines 1,3‐dipolar cycloaddition: Novel synthesis of spiro(4,4)nona‐2,8‐dien‐6‐one derivatives

Regioselectivity of nitrilimines 1,3‐dipolar cycloaddition: Novel synthesis of... Regioselective 1,3‐dipolar cycloaddition of nitrilimines (generated in situ from dehydrohalogenation of the corresponding hydrazonoyl halides by the action of triethylamine) with 4‐arylidene‐1‐aryl‐2‐phenyl‐1H‐imidazol‐5(4H)‐one 3 afforded the corresponding spiro(4,4)nona‐2,8‐dien‐6‐one 4. The reaction was carried out in dry benzene under reflux temperature. Refluxing in acetic acid, 4a was converted to its respective N‐phenylpyrazole‐5‐carboxamide 8. The structures of prepared compounds were established by elemental analyses and spectral data (IR, MS, 1H, and 13C NMR). © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:131–136, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20666 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

Regioselectivity of nitrilimines 1,3‐dipolar cycloaddition: Novel synthesis of spiro(4,4)nona‐2,8‐dien‐6‐one derivatives

Loading next page...
 
/lp/wiley/regioselectivity-of-nitrilimines-1-3-dipolar-cycloaddition-novel-m0bq0hlMF6

References (29)

Publisher
Wiley
Copyright
Copyright © 2011 Wiley Periodicals, Inc.
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/hc.20666
Publisher site
See Article on Publisher Site

Abstract

Regioselective 1,3‐dipolar cycloaddition of nitrilimines (generated in situ from dehydrohalogenation of the corresponding hydrazonoyl halides by the action of triethylamine) with 4‐arylidene‐1‐aryl‐2‐phenyl‐1H‐imidazol‐5(4H)‐one 3 afforded the corresponding spiro(4,4)nona‐2,8‐dien‐6‐one 4. The reaction was carried out in dry benzene under reflux temperature. Refluxing in acetic acid, 4a was converted to its respective N‐phenylpyrazole‐5‐carboxamide 8. The structures of prepared compounds were established by elemental analyses and spectral data (IR, MS, 1H, and 13C NMR). © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:131–136, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20666

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 2011

There are no references for this article.