143267-08-7Relevant academic research and scientific papers
Pd(II)-catalyzed hydroxyl-directed C-H activation/C-O cyclization: Expedient construction of dihydrobenzofurans
Wang, Xisheng,Lu, Yi,Dai, Hui-Xiong,Yu, Jin-Quan
supporting information; experimental part, p. 12203 - 12205 (2010/10/20)
A Pd(II)-catalyzed C-H activation/C-O cyclization reaction directed by a proximate hydroxyl group has been developed. This reaction provides a new method for constructing dihydrobenzofurans, including spirocyclic analogues, a process that is potentially a
Reactivity of functionalized arylcarbenes. 2-Phenylethyl side chains and hetero analogues
Kirmse, Wolfgang,Konrad, Wolfgang,Oezkir, Ismail S.
, p. 9935 - 9964 (2007/10/03)
Phenylcarbenes with -X-CH2Ph and -CH2-X-Ph (X = CH2, O, SiMe2) groups in the ortho position were generated thermally and photolytically from diazo or tosylhydrazone precursors. Stereorandom insertion reactions with β-C-H bonds were observed, pointing to a triplet abstraction-recombination mechanism. Large kinetic and stereochemical deuterium isotope effects support this notion. The ample formation of benzocyclobutenes from 2-CH2-X-Ph substrates is due to insertion of the carbenes into ArCH2-X bonds. Addition to the terminal phenyl groups competes with C-H and C-X insertion. The results of benzophenone sensitization and of trapping with methanol suggest that the intramolecular reactions of functionalized arylcarbenes proceed, at best, competitively with spin inversion.
