63122-43-0Relevant articles and documents
Expedient one-pot synthesis of pyrroles from ketones, hydroxylamine, and 1,2-dichloroethane
Trofimov, Boris A.,Mikhaleva, Al'Bina I.,Ivanov, Andrei V.,Shcherbakova, Viktoria S.,Ushakov, Igor A.
, p. 124 - 128 (2015/02/02)
2- and 2,3-Substituted pyrroles are readily synthesized in a one-pot procedure from ketones, hydroxylamine hydrochloride, and 1,2-dichloroethane in the KOH/DMSO system (120 °C, 2-4 h), the yields of pyrroles ranging 11-85%. Aliphatic, cycloaliphatic, aromatic, and heteroaromatic ketones tolerate the reaction conditions.
The triphenyl phosphite-chlorine reagent in the synthesis of pyrroles from N-allylamides
Spaggiari, Alberto,Vaccari, Daniele,Davoli, Paolo,Prati, Fabio
, p. 995 - 998 (2007/10/03)
A novel application of (PhO)3P-Cl2 chemistry to the synthesis of 2-substituted and 2,3-disubstituted pyrroles from N-allyl-amides is illustrated. A mild procedure is used to generate the imino chloride intermediates, which are subseq
A second generation synthesis of roseophilin and chromophore analogues
Furstner,Gastner,Weintritt
, p. 2361 - 2366 (2007/10/03)
A concise, flexible, and high-yielding synthesis of the macrocyclic compound 4 is outlined which served as a key intermediate in a previous total synthesis of the antitumor active alkaloid roseophilin 1. The key steps of this approach consist of a Pd(0)-catalyzed reaction of vinyloxirane 6 with sulfone 7 and in a subsequent ring closing metathesis (RCM) reaction for the formation of the 13-membered ring catalyzed by the ruthenium carbene Cl2(PCy3)2Ru=CHCH=CPh2 introduced by Grubbs. Moreover, nitrile ylide cycloaddition reactions are used for the preparation of roseophilin side chain mimics. Finally, the synthesis of various chromophore analogues of 1 is reported, including deschlorodesmethoxyroseophilin 12 which is the most elaborate derivative of this complex target reported so far.