Affiliation:
1. School of Biotechnology and Health Sciences Wuyi University Jiangmen 529090 Guangdong Province P. R. China
2. Key Lab of Functional Molecular Engineering of Guangdong Province School of Chemistry and Chemical Engineering South China University of Technology Guangzhou 510641 P. R. China
Abstract
AbstractHerein, the PdII‐catalyzed construction of functionalized dihaloalkenynes from haloalkynes via a self‐haloalkynylation reaction, without specialized ligands or oxidizing additives, is reported. The method tolerates a diverse range of haloalkynes, including electron‐donating and electron‐withdrawing functional groups, such as macrocyclic alkynols, spiro‐oxy ring alkynols, and even carbazole‐containing, pyrrolidine‐2,5‐dione‐containing and silyl‐protected bromoalkynes. Using an opposite lithium halide (LiX) to the haloalkyne starting material, remarkably high regio‐ and stereoselectivity of the haloalkynylation reaction is possible, yielding 1‐bromo‐2‐chloroalkenyne or 2‐bromo‐1‐chloroalkenyne products as desired.
Subject
General Chemistry,Catalysis,Organic Chemistry