16198-39-3Relevant articles and documents
Intramolecular reactivity of functionalized arylcarbenes: 2-Allyloxyphenylcarbenes
Gotzhein, Frank,Kirmse, Wolfgang
, p. 1373 - 1376 (2007/10/03)
2-Allyloxyphenylcarbenes (8) undergo intramolecular addition (→ 9) and (formal) C-H insertion (→ 11) competitively. Stereochemical labels indicate that 11 and major amounts of 9 arise from triplet 8. The intermolecular O-H insertion of singlet 8 with meth
MODIFICATION OF THE NICKL REACTION. A GENERAL SYNTHETIC APPROACH TO 2-VINYL-2,3-DIHYDROBENZOFURANS
Bigi, Franca,Casiraghi, Giovanni,Casnati, Giuseppe,Sartori, Giovanni
, p. 169 - 174 (2007/10/02)
The annelation reaction of metal phenolates 1 with 1,4-dibromo-2-butenes 2 to give 2-vinyl-2,3-dihydrobenzofuran derivatives 3 (Nickl reaction) was critically examined and markedly improved.Use of lithium phenolates, instead of sodium phenolates, as substrates and toluene, instead of methanol, as reaction medium, caused the yield of annelated compounds to rise dramatically.The relevance of this modified route to the synthesis of Euparinoid 2,3-dihydrobenzofurans and their synthetic analogues was emphasized.