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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/3909
Title: Regioselective Synthesis of Bicyclic and Polycyclic Systems by Cycloaddition Reactions of Alkenyl p-Benzoquinones
Authors: Bisht S.
Rani R.
Peddinti, Rama Krishna
Published in: Journal of Organic Chemistry
Abstract: An efficient [3 + 2]/[4 + 2] or double [4 + 2] cycloaddition strategy has been established for the synthesis of heterocyclic systems under mild conditions. The reaction pathway is governed by the nature of reaction partner. Several dihydrofurocoumarin, furopyranocoumarin, dihydrofuran, dihydrobenzopyran, and dihydrobenzofuran derivatives were obtained as single diastereomers from cyclic or acyclic enol ethers and styrenes. This one-pot transformation constructed C-C and C-O bonds and generated molecular complexity by domino/tandem process to produce the heterocyclic systems in good yields. The ring closure of domino protocol was highly stereoselective and resulted in the formation of cis-fused systems. © 2017 American Chemical Society.
Citation: Journal of Organic Chemistry (2018), 83(1): 75-84
URI: https://doi.org/10.1021/acs.joc.7b02377
http://repository.iitr.ac.in/handle/123456789/3909
Issue Date: 2018
Publisher: American Chemical Society
ISSN: 223263
Author Scopus IDs: 57195458495
16507511200
6602375630
Author Affiliations: Bisht, S., Department of Chemistry, Indian Institute of Technology, Roorkee, Uttarakhand, 247667, India
Rani, R., Department of Chemistry, Indian Institute of Technology, Roorkee, Uttarakhand, 247667, India
Peddinti, R.K., Department of Chemistry, Indian Institute of Technology, Roorkee, Uttarakhand, 247667, India
Funding Details: We sincerely thank CSIR and SERB, New Delhi for financial support and DST-FIST program for HRMS facility. S.B. thanks CSIR, and R.R. thanks DST for research fellowships.
Corresponding Author: Peddinti, R.K.; Department of Chemistry, Indian Institute of TechnologyIndia; email: rkpedfcy@iitr.ac.in
Appears in Collections:Journal Publications [CY]

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