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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

dvances Towards the Synthesis of Aporphine Alkaloids: C-Ring Formation via Approaches Based on One- and Two-Bond Disconnection

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Author(s):
Silva, Tamiris R. C. [1] ; Rita, Bruno H. [1] ; Raminelli, Cristiano [1]
Total Authors: 3
Affiliation:
[1] Univ Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, Rua Prof Artur Riedel 275, BR-09972270 Diadema, SP - Brazil
Total Affiliations: 1
Document type: Review article
Source: CHEMICAL RECORD; v. 22, n. 2 NOV 2021.
Web of Science Citations: 0
Abstract

Aporphine compounds constitute a class of substances with important pharmacological properties, including anticancer, antiviral, anti-HIV, anti-inflammatory, and leishmanicidal activities. Consequently, several strategies to obtain the aporphine core have been reported. Herein this review, we provide an overview of two relevant approaches used to construct the C-ring in the synthetic routes developed. The first approach, which is based on a one-bond disconnection, allows C-ring formation using a 1-benzyl-1,2,3,4-tetrahydroisoquinoline intermediate (mainly) employing cyclization reactions catalyzed by metals or promoted by light. The second approach, which is derived from a two-bond disconnection, leads to C-ring formation via a sequence of reactions starting with {[}4+2] cycloadditions. Through these approaches, aporphinoids with a diverse range of substitution patterns and biological activities can be synthesized. (AU)

FAPESP's process: 20/12530-8 - 2-(Trimethylsilyl)aryl trifluoromethanesulfonates as aryne precursors aiming to the preparation of functionalized (hetero)aromatic compounds and syntheses of bioactive natural products
Grantee:Cristiano Raminelli
Support type: Regular Research Grants