Work

Metal Additive–Free Iodine–Promoted Reorganization of Ynamide‐Ynes and Stereoselective 1,2‐Diiodination

Year: 2024

Type: article

Abstract: We report a metal additive-free iodine-promoted one-step structural reorganization of ynamide-ynes and simultaneous stereoselective 1,2-diiodination of the migrated alkyne to form stereospecific tetrasubstituted alkenyl diiodo-tethered indoles (E-isomer). Molecular iodine is cost effective, user friendly, less toxic, commercially available, and easy to handle. The key features of the reaction include metal-and additive-free environment, selectivity, structural reorganization, mild reaction conditions, simple workup, and gram-scale synthesis. This transformation generates multiple bonds [nitrogen (N)-carbon (C)sp2, Csp2-Csp2, 2 Csp2-iodine (I)] via N-Csp bond cleavage in ynamide-ynes.

Source: Chemistry - An Asian Journal

DOI: 10.1002/asia.202401531

Authors: Mohana Reddy Mutra, T. L. Chandana, Yun‐Jou Wang, Jeh‐Jeng Wang

Institutions: Kaohsiung Medical University, Kaohsiung Medical University Chung-Ho Memorial Hospital

Language: English

Topic: Catalytic Alkyne Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Kaohsiung Medical University, National Science and Technology Council

OpenAlex ID: W4404862233

FWCI: 0.282

Cites: 42

Cited by: 2

Related to: 10