[GRAPHICS]Ene-chlorination of olefins by N-chlorosuccinimide is catalyzed by phenylselenenyl chloride. This reaction demonstrates the catalytic conversion of C-H bonds into more reactive C-Cl bonds.
.alpha.-Haloallyllithium species. Coupling with alkyl bromides
作者:Timothy L. Macdonald、B. Amirthalingam Narayanan、Dale E. O'Dell
DOI:10.1021/jo00320a058
日期:1981.3
TETSUO HORI; SHARPLESS K. B., J. ORG. CHEM., 1979, 44, NO 23, 4204-4208
作者:TETSUO HORI、 SHARPLESS K. B.
DOI:——
日期:——
WEILL J.; GARAPON J.; SILLION B., C. R. ACAD. SCI., 1980, C290, NO 11, 207-209
作者:WEILL J.、 GARAPON J.、 SILLION B.
DOI:——
日期:——
Selenium-catalyzed oxidative halogenation
作者:Shelli R. Mellegaard-Waetzig、Chao Wang、Jon A. Tunge
DOI:10.1016/j.tet.2005.12.072
日期:2006.7
Organoselenides catalyze the oxidation of halides by H2O2. Furthermore, these selenides catalyze the transfer of oxidized halogens from N-halosuccinimides to olefins and ketones. Thus, organoselenides catalyze oxidative halogenation reactions including halolactonization, α-halogenation of ketones, and allylic halogenation. The ability of selenium to undergo reversible 2e− oxidation–reduction chemistry
有机硒化物通过H 2 O 2催化卤化物的氧化。此外,这些硒化物催化氧化的卤素从N-卤代琥珀酰亚胺向烯烃和酮的转移。因此,有机硒化物催化氧化卤化反应,包括卤代内酯化,酮的α-卤化和烯丙基卤化。硒的能力经历可逆2E -氧化-还原化学功能有助于卤化硒通过绑定卤中间体。