Unexpected metal-free synthesis of trifluoromethyl arenes via tandem coupling of dicyanoalkenes and conjugated fluorinated sulfinyl imines-Reference-Cited by-同舟云学术

Unexpected metal-free synthesis of trifluoromethyl arenes via tandem coupling of dicyanoalkenes and conjugated fluorinated sulfinyl imines

Published:2021 Issue:65 Volume:57 Page:8023-8026
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Sanz-Vidal Alvaro¹²³⁴⁵,Gaviña Daniel¹²³⁴⁵,Sotorríos Lia⁶⁷⁸⁹⁵,Gómez-Bengoa Enrique⁶⁷⁸⁹⁵^ORCID,López Ortiz Fernando¹⁰¹¹¹²¹³⁵^ORCID,Sánchez-Roselló María¹²³⁴⁵,del Pozo Carlos¹²³⁴⁵^ORCID

Affiliation:

1. Department of Organic Chemistry

2. University of Valencia

3. Vicente Andrés Estellés s/n

4. 46100-Burjassot-Valencia

5. Spain

6. Department of Organic Chemistry I

7. University of Basque Country (UPV_EHU)

8. Manuel de Lardizabal 3

9. 20018 Donostia-San Sebastián

10. Área de Química Orgánica

11. Universidad de Almería

12. Carretera de Sacramento s/n

13. 04120 Almería

Abstract

The unexpected metal free synthesis of trifluoromethyl arenes is described. It involved un unprecedented formal [3 + 3] cycloaromatization reaction of dicyanoalkenes and conjugated fluorinated tert-butyl sulfinyl imines in the presence of DBU.

Funder

Ministerio de Ciencia e Innovación

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2021/CC/D1CC03161A

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1. Domino Reactions with Dicyanoalkenes and Fluorinated Conjugated Sulfinyl Imines. A Convenient Strategy for the Generation of Structural Diversity;Advanced Synthesis & Catalysis;2023-11-27

2. Recent advances in the synthesis of cyclic compounds using α,α-dicyanoolefins as versatile vinylogous nucleophiles;Organic & Biomolecular Chemistry;2022