Synthesis of a New Dioxaspiro[bicyclo[3.3.1]nonane-oxabicyclo[6.2.0]deca- 1(10),8-dien-4-one Derivative Using Some Chemical Strategies-Reference-Cited by-同舟云学术

Synthesis of a New Dioxaspiro[bicyclo[3.3.1]nonane-oxabicyclo[6.2.0]deca- 1(10),8-dien-4-one Derivative Using Some Chemical Strategies

Published:2020-04-28 Issue:5 Volume:17 Page:393-402
ISSN:1570-1786
Container-title:Letters in Organic Chemistry
language:en
Short-container-title:LOC

Author:

Lauro Figueroa-Valverde¹^ORCID,Marcela Rosas-Nexticapa²^ORCID,Maria Lopez-Ramos¹^ORCID,Francisco Diaz Cedillo³^ORCID,Virginia Mateu-Armand²^ORCID,Alejandra Garcimarero-Espino E.⁴^ORCID,Yaritza Borges-Ballote¹^ORCID,Yazmin Ortiz-Ake¹^ORCID

Affiliation:

1. Laboratory of Pharmaco-Chemistry at the Faculty of Chemical Biological Sciences of the University Autonomous of Campeche, Av. Ex Hacienda Kala s/n, 24085 San Francisco de Campeche, Mexico

2. Facultad de Nutricion, Universidad Veracruzana. Medicos y Odontologos s/n, 91010, Xalapa, Veracruz, Mexico

3. Escuela Nacional de Ciencias Biologicas del Instituto Politecnico Nacional. Prol. Carpio y Plan de Ayala s/n Col. Santo Tomas, Mexico

4. Facultad de Medicina, Universidad Veracruzana. Medicos y Odontologos s/n, 91010, Xalapa, Veracruz, Mexico

Abstract

There are several protocols for the preparation of bicyclic derivatives; however, some methods use dangerous and require special conditions. The aim of this study was to synthesize a new Dioxaspiro[ bicyclo[3.3.1]nonane-oxabicyclo[6.2.0]-deca-1(10), 8-dien-4-one (compound 8). Compound 8 was prepared using some reactions such as; i) etherification, ii) reduction, iii) amidation, iv) imination and v) 2+2 addition. The chemical structure of 8 and its intermediaries were completely characterized by spectroscopic techniques and elemental analysis. The synthesis showed a yield of 85% for compound 8. In this study, an easy method for the preparation of compound 8 is reported.

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry,Biochemistry

Reference44 articles.

1. Magnus P.; Exon C.; Albaugh R.; Tetrahedron Lett 1985,41,5861-5869

2. Singh S.K.; Kumar R.; Wengel J.; J Org Chem 1998,63(18),6078-6079

3. Cimarusti C.; Wolinsky J.; J Am Chem Soc 1968,90,113-120

4. Greshock T.J.; Funk R.L.; J Am Chem Soc 2002,124(5),754-755

5. Filippini M.; Faure R.; Rodriguez J.; J Org Chem 1995,60,6872-6882

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