Synthesis of 5H-chromeno[3,4-b]pyridines via DABCO-catalyzed [3 + 3] annulation of 3-nitro-2H-chromenes and allenoates-Reference-Cited by-同舟云学术

Synthesis of 5H-chromeno[3,4-b]pyridines via DABCO-catalyzed [3 + 3] annulation of 3-nitro-2H-chromenes and allenoates

Published:2021 Issue:44 Volume:19 Page:9711-9722
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Soares Maria I. L.¹^ORCID,Gomes Clara S. B.²³⁴^ORCID,Oliveira M. Conceição⁵^ORCID,Marçalo Joaquim⁶^ORCID,Pinho e Melo Teresa M. V. D.¹^ORCID

Affiliation:

1. University of Coimbra, Coimbra Chemistry Centre (CQC) and Department of Chemistry, 3004-535 Coimbra, Portugal

2. LAQV-REQUIMTE, Department of Chemistry, NOVA School of Science and Technology, NOVA University Lisbon, 2829-516 Caparica, Portugal

3. Associate Laboratory i4HB – Institute for Health and Bioeconomy, NOVA School of Science and Technology, NOVA University Lisbon, 2819-516 Caparica, Portugal

4. UCIBIO, Department of Chemistry, NOVA School of Science and Technology, NOVA University Lisbon, 2829-516 Caparica, Portugal

5. Centro de Química Estrutural (CQE), Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal

6. Centro de Química Estrutural (CQE), Instituto Superior Técnico, Universidade de Lisboa, 2695-066 Bobadela LRS, Portugal

Abstract

An unprecedent reaction between allenoates and 3-nitro-2H-chromenes, in the presence of a tertiary amine catalyst, DABCO, has been disclosed, delivering 5H-chromeno[3,4-b]pyridine derivatives incorporating two allenoate units.

Funder

European Regional Development Fund

Fundação para a Ciência e a Tecnologia

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB01130H

Reference73 articles.

1. Chromenes: potential new chemotherapeutic agents for cancer

2. Natural and Synthetic Chromenes, Fused Chromenes, and Versatility of Dihydrobenzo[h]chromenes in Organic Synthesis