76029-42-0Relevant articles and documents
A new and efficient heterogeneous system for the phthalimide N-oxyl (PINO) radical generation
Coseri, Sergiu
, p. 1725 - 1729 (2007)
Sodium periodate/wet silica gel in the presence of dichloromethane is an efficient reagent at room temperature for the phthalimide N-oxyl (PINO) radical generation from its precursor N-hydroxyphthalimide (NHPI). PINO reactions with cycloalkenes occur excl
Rhodium(III)-catalyzed alkenyl c-H functionalization to dienes and allenes
Lu, Yi,Zhao, Jing,Zhu, Yuelu,Chen, Feng,Chen, Ying,Zhao, Xinyang,Wei, Wei
, p. 8786 - 8790 (2020)
An oxyacetamide-directed Rh(III)-catalyzed Z-type alkenyl C-H functionalization through a rare exo-rhodacyle intermediate is described, forming multisubstituted dienes and allenes. A variety of alkenes and propargylic carbonate coupling partners are suita
NBu4NI-catalyzed intermolecular C-O cross-coupling reactions: Synthesis of alkyloxyamines
Lv, Yunhe,Sun, Kai,Wang, Tingting,Li, Gang,Pu, Weiya,Chai, Nannan,Shen, Huihui,Wu, Yingtao
, p. 72142 - 72145 (2015/09/08)
A practical and simple nBu4NI-catalyzed C-O bond formation for the synthesis of alkyloxyamines was achieved under metal-free conditions. The reaction is applicable to the coupling of a range of benzylic and allylic hydrocarbons with N-hydroxyphthalimide and is tolerant of various functional groups. The reaction mechanism was primarily investigated and a radical process was proposed.
Organocatalytic Radical Involved Oxidative Cross-Coupling of N-Hydroxyphthalimide with Benzylic and Allylic Hydrocarbons
Dian, Longyang,Wang, Sisi,Zhang-Negrerie, Daisy,Du, Yunfei
supporting information, p. 3836 - 3842 (2016/01/25)
The cross-coupling reaction between N-hydroxyphthalimide and various benzylic and allylic hydrocarbons was realized through an organocatalytic radical-mediated process involving C(sp3)-O bond formation using tert-butyl hydroperoxide (t-BuOOH) as an oxidant and tetra-n-butylammonium iodide [(n-Bu]4NI] as a catalyst, during which the phthalimide N-oxyl (PINO) radical and benzylic and allylic radicals were generated in situ and underwent the selective radical/radical cross-coupling reaction. This novel method provides a convenient metal-free approach to the synthesis of O-alkylated hydroxy imides under mild reaction conditions.