I2‐Promoted Oxidative Annulation of Deoxybenzoin‐Chalcone Adduct: Temperature‐Controlled Access to Tetrasubstituted 2,3‐trans‐Dihydrofurans and Furans

Author:

Thanh Nhan Vu Thi1,Ngoc Trinh Thu1,Trang Pham Thu1,Tu Ha Minh1,Hung Mac Dinh1ORCID,Retailleau Pascal2,Binh Nguyen Thanh2ORCID

Affiliation:

1. Faculty of chemistry VNU University of Science Vietnam National University in Hanoi 19 Le Thanh Tong Hanoi Viet Nam

2. Institut de Chimie des Substances Naturelles CNRS UPR 2301 Université Paris-Sud Université Paris-Saclay 91198 Gif-sur-Yvette France

Abstract

AbstractTetrasubstituted 2,3‐trans‐dihydrofuran and furan are important heterocyclic scaffolds in natural product, bioorganic and medicinal chemistry as well as in material science. The synthesis of both of these heterocycles starting from common and readily available starting materials are challenging. We found that in situ generated deoxybenzoin‐chalcone Michael adducts underwent oxidative annulation upon heating with molecular iodine in DMSO to provide selectively 2,3‐trans‐dihydrofurans at 80 °C and furans at 120 °C.

Publisher

Wiley

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