1605347-69-0Relevant articles and documents
Palauchlor: A practical and reactive chlorinating reagent
Rodriguez, Rodrigo A.,Pan, Chung-Mao,Yabe, Yuki,Kawamata, Yu,Eastgate, Martin D.,Baran, Phil S.
supporting information, p. 6908 - 6911 (2014/06/09)
Unlike its other halogen atom siblings, the utility of chlorinated arenes and (hetero)arenes are twofold: they are useful in tuning electronic structure as well as acting as points for diversification via cross-coupling. Herein we report the invention of a new guanidine-based chlorinating reagent, CBMG or "Palauchlor", inspired by a key chlorospirocyclization en route to pyrrole imidazole alkaloids. This direct, mild, operationally simple, and safe chlorinating method is compatible with a range of nitrogen-containing heterocycles as well as select classes of arenes, conjugated π-systems, sulfonamides, and silyl enol ethers. Comparisons with other known chlorinating reagents revealed CBMG to be the premier reagent.