Free radical ring-expansion leading to novel six- and seven-membered heterocycles

✍ Scribed by Paul Dowd; Soo-Chang Choi

• Book ID: 104244437
• Publisher: Elsevier Science
• Year: 1989
• Tongue: French
• Weight: 241 KB
• Volume: 30
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)93322-2

✦ Synopsis

Free radical ring-expansion of a variety of heterocycles is described.

The regioselective, free radical ring-expansion of P-keto esters1p2r3 has broad potential applicability in organic synthesis. 4 The synthetic utility of the ring-expansion reaction will be further enhanced by the inclusion of heterocyclic compounds5 in the ring-expansion process. Thus, a convenient synthetic sequence is illustrated by the one-carbon ring-expansion of the six-membered, ethyl l-benzyl-3-oxo-4-piperidinecarboxylate