Issue 31, 2024
From the journal:

Chemical Communications

Synthesis of cis-fused cyclopentenone-pyrrolidine scaffolds via sequential aza-Piancatelli and Conia-ene type reactions in one pot†

Pooja R. Solanke,ab   Prakash Kumar,ab   Prathama S. Mainkar, ORCID logo ab   Kiranmai Nayani ORCID logo *ab  and  Srivari Chandrasekhar ORCID logo *ab  

* Corresponding authors

a Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India
E-mail: kiranmainayani@iict.res.in, srivaric@iict.res.in

b Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India

Abstract

A novel one-pot protocol that enables sequential execution of an aza-Piancatelli rearrangement and a Conia-ene type reaction has been developed under Lewis acid catalysis. Here, a combination of B(C6F5)3 and Cu(OTf)2, triethylamine, and triphenylphosphine yielded a wide range of cis-fused cyclopentenone-pyrrolidine scaffolds in one pot with good yields and diastereoselectivity.

Graphical abstract: Synthesis of cis-fused cyclopentenone-pyrrolidine scaffolds via sequential aza-Piancatelli and Conia-ene type reactions in one pot

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Article information

DOI
https://doi.org/10.1039/D4CC00104D
Article type
Communication
Submitted
08 Jan 2024
Accepted
19 Mar 2024
First published
26 Mar 2024

Chem. Commun., 2024,60, 4234-4237

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Synthesis of cis-fused cyclopentenone-pyrrolidine scaffolds via sequential aza-Piancatelli and Conia-ene type reactions in one pot

P. R. Solanke, P. Kumar, P. S. Mainkar, K. Nayani and S. Chandrasekhar, Chem. Commun., 2024, 60, 4234 DOI: 10.1039/D4CC00104D

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