79379-49-0Relevant articles and documents
Manganese(III)-catalyzed formal [3+2] annulation of vinyl azides and ?-keto acids for synthesis of pyrroles
Ng, Eileen Pei Jian,Wang, Yi-Feng,Chiba, Shunsuke
experimental part, p. 783 - 786 (2011/06/11)
Manganese(III)-catalyzed formal [3+2] annnulation of vinyl azides and -keto acids has been developed for the synthesis of substituted NH pyrroles with a wide range of substituents. Georg Thieme Verlag Stuttgart.
Synthesis of Pyrrole Derivatives from 5,6-Dihydro-4H-1,2-oxazines via Reductive Deoxygenation by Use of Fe3(CO)12
Nakanishi, Saburo,Otsuji, Yoshio,Itoh, Keiji,Hayashi, Nobuaki
, p. 3595 - 3600 (2007/10/02)
α-Bromooximes such as α-bromoacetophenone oxime and ethyl 3-bromo-2-(hydroxyimino)propanoate react with enamines to give 5,6-dihydro-4H-1,2-oxazines in good yields.Dihydro-1,2-oxazine derivatives are also obtained by the reaction of α-bromooximes with vinyl ethers and silyl enol ethers in the presence of Na2CO3.Dihydro-1,2-oxazines can be converted into pyrrole derivatives via reductive deoxygenation by treating with Fe3(CO)12 in moderate to excellent yields.Iron carbonyl complexes other than Fe3(CO)12 are also effective for the pyrrole-forming reaction.The efficiency of the complexes for this reaction decreases in the or der: Fe3(CO)12 >> Et3NH > Fe2(CO)9 >> Fe(CO)5.Both of the dihydro-1,2-oxazine- and pyrrole-forming reactions can be carried out in a single flask, giving pyrrole derivatives in good yields.
ON THE REACTION OF N-VINYLIMINOPHOSPHORANES 3. A NOVEL ROUTE TO PHENYL-SUBSTITUTED PYRROLES BY THE REACTION OF N-(1-PHENYLVINYL)-IMINOPHOSPHORANES WITH α-BROMO KETONES
Iino, Yukio,Kobayashi, Tomoshige,Nitta, Makoto
, p. 2437 - 2441 (2007/10/02)
N-(1-phenylvinyl)iminotriphenylphosphorane or N-(1-phenyl-vinyl)iminotributylphosphorane reacted with α-bromo ketones to give phenyl-substituted pyrroles via a novel C-C bond formation followed by aza-Wittig reaction.
SYNTHESIS OF PYRROLE DERIVATIVES VIA DEOXYGENATION OF 4H-1,2-OXAZINES BY IRON CARBONYLS
Nakanishi, Saburo,Shirai, Yoshihiro,Takahashi, Kenji,Otsuji, Yoshio
, p. 869 - 872 (2007/10/02)
The reaction of 5,6-dihydro-4H-1,2-oxazines, which are derived from α-bromooximes and enamines, with iron carbonyl complexes such as Fe3(CO)12 and (C2H5)3NH gives pyrrole derivatives in high yields, accompaning deoxygenation from the oxazines.