DBU Promoted Deformylative/Dehalogenative Difunctionalization to Access β‐Bromovinyl Aldehydes Derived from Tetralones**-Reference-Cited by-同舟云学术

DBU Promoted Deformylative/Dehalogenative Difunctionalization to Access β‐Bromovinyl Aldehydes Derived from Tetralones**

Published:2023-09-28 Issue: Volume: Page:
ISSN:1434-193X
Container-title:European Journal of Organic Chemistry
language:en
Short-container-title:Eur J Org Chem

Author:

Sau Madan¹,Dubey Sapana¹,Roy Shreya¹,Samanta Shubhankar²,Das Tapas¹^ORCID

Affiliation:

1. Department of Chemistry National Institute of Technology Jamshedpur Jamshedpur Jharkhand 831014 India

2. Department of Chemistry Bidhannagar College West Bengal State University Kolkata India

Abstract

AbstractHerein we have disclosed metal‐free 1,8‐diazabicyclo(5.4.0)undec‐7‐ene (DBU)‐catalyzed protocol for the deformylative/dehalogenative carbonylation and Michael addition of β‐bromovinyl aldehydes with acrylates and carbonylation followed by etherification with benzyl bromides to synthesize δ‐oxo esters and vinyl ethers respectively in good yields under an open atmosphere with broad substrate scope. Regeneration of starting material from vinyl ethers, organo‐catalytic and nucleophilic behavior of DBU is also discussed.

Funder

Science and Engineering Research Board

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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4. Homonuclear Diels–Alder dimerization of 5-ethenyl-2-phenylsulfanyl-1H-imidazoles and its application to synthesis of 12,12′-dimethylageliferin

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