Michael 1:1 adducts by acid catalyzed reaction during synthesis of spiro and spiroketal compounds

Authors

  • MM Hossain Department of Chemistry, University of Dhaka, Dhaka-1000, Bangladesh
  • ME Halim Department of Chemistry, University of Dhaka, Dhaka-1000, Bangladesh
  • MM Islam Bangladesh Council of Scientific and Industrial Research (BCSIR), Dhanmondi, Dhaka-1205, Bangladesh
  • K Akhter Department of Chemistry, University of Dhaka, Dhaka-1000, Bangladesh
  • SM Ahmed Department of Chemistry, American International University-Bangladesh, 408/1 (Old Ka-66/1) Kuratoli Road, Kuril, Khilkhet, Dhaka-1229, Bangladesh
  • UKR Romman Department of Chemistry, University of Dhaka, Dhaka-1000, Bangladesh
  • MG Ahmed Department of Chemistry, University of Dhaka, Dhaka-1000, Bangladesh

DOI:

https://doi.org/10.3329/bjsir.v55i4.50967

Keywords:

Michael addition; 1,3-cyclohexanedione; Dimedone; Diarylideneacetone

Abstract

Four Michael 1:1 adducts 2-[1,5-bis-(2-methoxyphenyl)-3-oxo-pent-4-enyl]-cyclohexane-1,3- dione 3a, 2-[1,5-bis-(2-methylphenyl)-3-oxo-pent-4-enyl]-cyclohexane-1,3-dione 3b, 2-[1,5-bis- (2-chlorophenyl)-3-oxo-pent-4-enyl]-cyclohexane-1, 3-dione 3c and 2-[1,5-Bis-(2-chloro- phenyl)- 3-oxo-pent-4-enyl]-5,5-dimethyl-cyclohexane-1,3-dione 3d have been synthesised by the application of Michael reaction between 1, 3-cyclohexanedione 1a or dimedone (5, 5-dimethylcy clohexane-1, 3-dione) 1b and trans,trans diarylideneacetone [1,5-diaryl-1,4-pentadien-3-one] 2a-c using acid catalyst. These adducts may be regarded as the intermediate of spiro [5.5] undecane compounds which can be achieved effectively via intramolecular cyclization of the Michael 1:1 adduct. The structures of the Michael 1:1 adducts 3a-d were determined by their UV, IR, 1H-NMR, 13C-NMR, DEPT-135 spectral data, HRMS and elemental analyses.

Bangladesh J. Sci. Ind. Res.55(4), 283-288, 2020

Downloads

Download data is not yet available.
Abstract
35
PDF
31

Downloads

Published

2020-12-27

How to Cite

Hossain, M., Halim, M., Islam, M., Akhter, K., Ahmed, S., Romman, U., & Ahmed, M. (2020). Michael 1:1 adducts by acid catalyzed reaction during synthesis of spiro and spiroketal compounds. Bangladesh Journal of Scientific and Industrial Research, 55(4), 283–288. https://doi.org/10.3329/bjsir.v55i4.50967

Issue

Vol. 55 No. 4 (2020)

Section

Articles

License

Bangladesh Council of Scientific and Industrial Research (BCSIR) holds the copyright to all contents published in Bangladesh Journal of Scientific and Industrial Research (BJSIR). A copyright transfer form should be signed by the author(s) and be returned to BJSIR.

The entire contents of the BJSIR are protected under Bangladesh Council of Scientific and Industrial Research (BCSIR) copyrights.

Creative Commons Licence
BJSIR is an open access journal, and articles are distributed under the terms of the Creative Commons Attribution-NonCommercial License (CC BY-NC) Creative Commons Attribution-NonCommercial 4.0 International License which allows others remix, tweak, and build upon the articles non-commercially, and although their new works must also acknowledge and be non-commercial, they don’t have to license their derivative works on the same terms.