CHEM 140C Chapter 26: CHEM 40C heterocycles

33 views4 pages

Document Summary

Occ hetero cycles : cyclic compounds that have at least one hetevoatom as an atom in the ring ubiquitous in biochemistry. Hetero cycles can be placed into two categories : aromatic non aromatic. Nu in ring opening rxns opened by nu under acidic or basic conditions in snz sense that the least subsisted carbon w/ inversion of configuration at reacting center. #height nmyz cygenhelerocydes react like ethers sulfur hetero cycles react like thioethers nitrogen hetero cycles react like amines. I furan nc aromatic ity thiophene fspz hybridized only one of. in , facts like a benzene ring ) nitrogen has single counts electron non bonded towards pair. Than has much greater nucleophilic character benzene carbons benzene ( eas ) reactivetowards electro than more philes much neg charge on each of. Fnranthiophen e/pymok condensation of 1/4 di carbonyl compounds. " r protonate intramol attack deprot ( double bond ) Furans thiopheneslpyrroks major mode of reactivity : eas.