120517-32-0Relevant articles and documents
Benzoic Acid-Promoted C2-H Borylation of Indoles with Pinacolborane
Zou, Youliang,Zhang, Binfeng,Wang, Li,Zhang, Hua
, p. 2821 - 2825 (2021/04/13)
A benzoic acid-promoted C2-H borylation of indoles with pinacolborane to afford C2-borylated indoles is developed. Preliminary mechanistic studies indicate BH3-related borane species formed via the decomposition of pinacolborane to be the probable catalyst. This transformation provides a prompt route toward the synthesis of diverse C2-functionalized indoles.
Copper-catalyzed synthesis of 2-sulfenylindoles from indoline-2-thiones and aryl iodides
Zhou, Shiping,Xiao, Genhua,Liang, Yun
, p. 338 - 341 (2017/01/03)
A novel and efficient method for synthesis of 2-sulfenylindole via copper-catalyzed coupling reaction of indoline-2-thiones with aryl iodides has been developed. A series of N-substituted and N-free 2-sulfenylindole were obtained in high yields. Furthermo
Nonreductive Desulfenylation of 3-Indolyl Sulfides. Improved Syntheses of 2-Substituted Indoles and 2-Indolyl Sulfides
Hamel, Pierre,Zajac, Nicolas,Atkinson, Joseph G.,Girard, Yves
, p. 6372 - 6377 (2007/10/02)
Desulfenylation of 3-indolyl sulfides to the corresponding 3-unsubstituted indoles is usually carried out under reductive conditions, thus accommodating only substituents which are resistant to reduction.We have developed a nonreductive procedure for removal of a sulfide at the 3-position of indoles, using trifluoroacetic acid in the presence of a thiol as trapping agent, which is compatible with a large array of functionalities on the indole ring.In addition, the desulfenylation occurs selectively at the 3-position of the indole, and sulfide groups at other positions of the molecule remain untouched.Thus, indole 2,3-bis-sulfides are selectively desulfenylated at the 3-position, affording 3-unsubstituted 2-indolyl sulfides.This methodology broadens the use of sulfide as a protecting group for the 3-position of indoles.