Issue 61, 2020, Issue in Progress
From the journal:

RSC Advances

Modular synthesis and transition metal-free alkynylation/alkenylation of Castagnoli–Cushman-derived N,O- and N,S-heterocyclic vinyl chlorides†

Timothy K. Beng, ORCID logo *a   Abdikani Omar Faraha  and  Victoria Shearera  

* Corresponding authors

a Department of Chemistry, Central Washington University, Ellensburg, WA 98926, USA
E-mail: Timothy.beng@cwu.edu

Abstract

A modular and functional group-tolerant protocol for the transition metal-free coupling of novel N,O- and N,S-heterocyclic vinyl chlorides with terminal acetylenes and styrenes has been developed, leading to the epimerization-free synthesis of fully carbofunctionalized dihydro-1,4-oxazines/thiazines. Bicyclic morpholines have also been prepared through the interrogation of newly synthesized cross-conjugated dienes in Diels–Alder reactions. The use of environmentally benign reaction media endows the current strategy with a practical advantage.

Graphical abstract: Modular synthesis and transition metal-free alkynylation/alkenylation of Castagnoli–Cushman-derived N,O- and N,S-heterocyclic vinyl chlorides

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Article information

DOI
https://doi.org/10.1039/D0RA06619B
Article type
Paper
Submitted
31 Jul 2020
Accepted
03 Oct 2020
First published
07 Oct 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 37153-37160

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Modular synthesis and transition metal-free alkynylation/alkenylation of Castagnoli–Cushman-derived N,O- and N,S-heterocyclic vinyl chlorides

T. K. Beng, A. O. Farah and V. Shearer, RSC Adv., 2020, 10, 37153 DOI: 10.1039/D0RA06619B

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