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Iron-Catalyzed Ring Opening of Cyclopropanols and Their 1,6-Conjugate Addition to p-Quinone Methides. 2021

Baliram B Mane, and Suresh B Waghmode
Department of Chemistry, Savitribai Phule Pune University (Formerly University of Pune), Ganeshkhind, Pune 411007, India.

A novel iron-catalyzed ring opening of cyclopropanols and their 1,6-conjugate addition to p-quinone methides for accessing substituted phenols is disclosed. In this protocol, various cyclopropanols are converted to alkyl radicals and undergo 1,6-conjugate addition to p-quinone methides toward C-C bond formation. The salient features of this methodology include operationally simple and mild reaction conditions, environmentally benign protocol, high efficiency, inexpensive catalyst, good to excellent yield, and a wide range of substrate scope.

UI MeSH Term Description Entries
D007501 Iron A metallic element with atomic symbol Fe, atomic number 26, and atomic weight 55.85. It is an essential constituent of HEMOGLOBINS; CYTOCHROMES; and IRON-BINDING PROTEINS. It plays a role in cellular redox reactions and in the transport of OXYGEN. Iron-56,Iron 56
D002384 Catalysis The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction. Catalyses
D004988 Ethers, Cyclic Compounds of the general formula R-O-R arranged in a ring or crown formation. Cyclic Ether,Cyclic Ethers,Ether, Cyclic
D045563 Indolequinones INDOLES which have two keto groups forming QUINONES like structures of the indole aromatic ring. Indole-Quinones,Indoloquinones,Indole Quinones

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