2406-01-1Relevant articles and documents
Copper-mediated C-H bond arylation of arenes with arylboronic acids
Ban, Ikuya,Sudo, Tomoko,Taniguchi, Tadashi,Itami, Kenichiro
supporting information; scheme or table, p. 3607 - 3609 (2009/05/07)
(Chemical Equation Presented) A new copper-mediated cross-coupling of arenes and arylboronic acids is described. Under the influence of Cu(OCOCF 3)2, the C-H bond arylation of electron-rich arenes with arylboronic acids takes place to afford a range of biaryls in good yields. The reaction is selective for cross-coupling; no homocoupling product arising from arenes or arylboronic acids is detected. Multiple C-H bond arylation is possible with indoles and pyrroles furnishing interesting extended π-systems.
HETEROCYCLES BY CYCLOADDITION. XII. CYCLOADDITION-EXTRUSION OF A MESOIONIC 1,3-DITHIOLIUM-4-OLATE AND A MESOIONIC OXAZOLIUM-5-OLATE WITH A PHOSPHIRENE. FORMATION OF SIX- AND FIVE-MEMBERED HETEROCYCLES
Kobayashi, Tomoshige,Minemura, Hidefumi,Kato, Hiroshi
, p. 311 - 318 (2007/10/02)
The reaction of a mesoionic dithioliumolate (6) with triphenylphosphirene 97) gave a cycloadduct (8).Pyrolysis of the cycloadduct (8) gave a 1,4-thiaphosphinine (11) and a thiophene (9).Acid treatment or photolysis of the cycloadduct (8) gave the thiophene (9) exclusively.The reaction of a mesoionic oxazolium-5-olate (12) and the phoshirene (7) gave a pyrrole (15) as the only isolable product.
Reaction of Ketone Alkylhydrazones with Phosphorus Trichloride: a General Mild Route to Substituted Pyrroles
Baccolini, Graziano
, p. 1053 - 1056 (2007/10/02)
A new convinient and mild procedure for the synthesis of symmetrically and unsymmetrically substituted pyrroles is described.This one-pot synthesis consists of two different stages.The first stage, addition of PCl3 to an alkylhydrazone, is always carried out at room temperature.The second stage, addition of an enolizable ketone to the previous reaction mixture, is performed at room temperature, or at 80 deg C under reduced pressure.The results provide clear evidence that diazaphsphole derivatives being formed in the first stage are intermediates in this pyrrole synthesis.