53000-40-1Relevant articles and documents
A NEW CARBON-CARBON BOND FORMING REACTION IN INDOLE CHEMISTRY. C3-ARYLATION AND ALKYLATION WITH PHENYL (β-INDOLYL)IODONIUM TRIFLUOROACETATE
Moriarty, Robert M.,Ku, Y. Y.,Sultana, M.,Tuncay, Atilla
, p. 3071 - 3074 (1987)
Phenyl(β-indolyl)iodonium trifuoroacetate was reacted with various alkyl and aryllithiums (CH3, n-C4H9, C3H5, C6H5) in BF3Et2O/THF to yield C3-alkylation and arylation of the indole nucleus with reductive elimination of iodobenzene.
Indole- and Pyrrole-BX: Bench-Stable Hypervalent Iodine Reagents for Heterocycle Umpolung
Caramenti, Paola,Nicolai, Stefano,Waser, Jerome
supporting information, p. 14702 - 14706 (2017/09/11)
The one-step synthesis of the bench-stable hypervalent iodine reagents IndoleBX and PyrroleBX using mild Lewis acid catalyzed conditions is reported. The new reagents are stable up to 150 °C and were applied in the C?H arylation of unactivated arenes using either rhodium or ruthenium catalysts. A broad range of heterocyclic systems of high interest for synthetic and medicinal chemistry was accessed in high yields. The developed C?H functionalization could not be achieved using reported reagents or methods, highlighting the unique reactivity of Indole- and Pyrrole-BX.
