Selective 1,2-dihalogenation and oxy-1,1-dihalogenation of alkynes by N-halosuccinimides
摘要:
1,2-Dihalogenation and oxy-1,1-dihalogenation of alkynes by N-halosuccinimides can be selectively realized through using different reaction conditions. alpha,beta-Dihalo alkenes were obtained exclusively using THF as solvent without using any catalyst, while alpha,alpha-dihalo ketones were synthesized using a mixed solvent of THF and H2O in the presence of FeCl3 center dot 6H(2)O. Terminal aromatic alkynes are smoothly transformed into alpha,alpha-dihalo ketones on water without a catalyst. (C) 2011 Elsevier Ltd. All rights reserved.
α-Bromoacetate as a Mild and Safe Brominating Agent in the Light-Driven Vicinal Dibromination of Unactivated Alkenes and Alkynes
作者:Harshvardhan Singh、Supuni I. N. Hewa Inaththappulige、Raj K. Tak、Ramesh Giri
DOI:10.1021/acs.orglett.4c01778
日期:2024.7.5
dibromination of unactivatedalkenes and alkynes has been demonstrated by using methyl α-bromoacetate as a mild brominating agent. A near-visible light (370 nm) light-emitting diode (LED) mediates this simple dibromination reaction under mild conditions with the inexpensive and nontoxic α-bromoacetate. The reaction proceeds well with both terminal and internal alkenes and alkynes and those contained