TCCA-mediated oxidative rearrangement of tetrahydro-β-carbolines: facile access to spirooxindoles and the total synthesis of (±)-coerulescine and (±)-horsfiline-Reference-Cited by-同舟云学术

TCCA-mediated oxidative rearrangement of tetrahydro-β-carbolines: facile access to spirooxindoles and the total synthesis of (±)-coerulescine and (±)-horsfiline

Published:2021 Issue:27 Volume:11 Page:16537-16546
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Sathish Manda¹²³⁴⁵,Sakla Akash P.⁶⁷⁸⁹,Nachtigall Fabiane M.¹⁰¹¹¹²,Santos Leonardo S.¹³¹⁴³⁴⁵^ORCID,Shankaraiah Nagula⁶⁷⁸⁹^ORCID

Affiliation:

1. Instituto de Investigación Interdisciplinaria

2. Vicerrectoría Académica

3. Universidad de Talca

4. Campus Lircay

5. Talca 3460000

6. Department of Medicinal Chemistry

7. National Institute of Pharmaceutical Education and Research (NIPER)

8. Hyderabad 500 037

9. India

10. Instituto de Ciencias Químicas Aplicadas

11. Universidad Autónoma de Chile

12. Chile

13. Laboratory of Asymmetric Synthesis

14. Instituto de Química de Recursos Naturales

Abstract

Three-reactive centered reagent (TCCA) mediated construction of spirooxindoles through an oxidative rearrangement of various N-protected tetrahydro-β-carbolines and total synthesis of natural alkaloids (±)-coerulescine and (±)-horsfiline.

Funder

Universidad de Talca

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/RA/D1RA02381K

Reference49 articles.

1. Therapeutic Potential of Spirooxindoles as Antiviral Agents

2. Synthesis of Six-Membered Spirocyclic Oxindoles with Five Consecutive Stereocenters in an Asymmetric Organocatalytic One-Pot Michael/Michael/Aldol Addition Sequence

3. On the Rearrangement of an Azaspiroindolenine to a Precursor to Phalarine: Mechanistic Insights