224824-30-0Relevant academic research and scientific papers
A convenient one-pot synthesis of boroxoles from diboronic acid
Lafitte, Guillaume,Kunihiro, Kana,Bonneaud, Céline,Dréan, Bénédicte,Gaigne, Frédéric,Parnet, Véronique,Pierre, Romain,Raffin, Catherine,Vatinel, Rodolphe,Fournier, Jean-Fran?ois,Musicki, Branislav,Ouvry, Gilles,Bouix-Peter, Claire,Tomas, Loic,Harris, Craig S.
, p. 3757 - 3759 (2017)
The preparation of the boroxole motif traditionally relies on a 3-step process and the use of n-butyl lithium that can limit substrate scope. Herein during our exploration toward novel RORγ inhibitors, we identified a convenient one-pot preparation of the motif in good yields with good substrate scope.
Heterocyclic aromatic amide protecting groups for aryl and phthalocyaninesulfonic acids
Li,Van Lier,Leznoff
, p. 138 - 145 (2007/10/03)
Pyrroles, indole, imidazole, and a pyrazole were treated with 3,4-dibromobenzenesulfonyl chloride to form 3,4-dibromobenzenesulfonamides. The 1-(3,4-dibromophenylsulfonyl)pyrrole and 1-(3,4-dibromophenylsulfonyl)indole were stable to CuCN in DMF to produce 1-(3,4-dicyanophenylsulfonyl)pyrrole and 1-(3,4-dicyanophenylsulfonyl)indole, which upon treatment with ammonia in 2-N,N-dimethylaminoethanol gave the protected phthalocyanine-2,9,16,23-tetrasulfonamides. Base cleavage of these sulfonamides yielded the free acids. A mixed condensation of 4,5-diheptylphthalonitrile and 1-(3,4-dicyanophenylsulfonyl)pyrrole gave 9,10,16,17,23,24-hexakis(1-heptyl)-2-(1-pyrrolylsulfonyl)phthalocyanine. Cleavage of the latter yielded the lithium salt of the monosulfonic acid.
