1055995-89-5Relevant articles and documents
A formal [4 + 4] complementary ambiphile pairing reaction: A new cyclization pathway for ortho-quinone methides
Samarakoon, Thiwanka B.,Hur, Moon Y.,Kurtz, Ryan D.,Hanson, Paul R.
supporting information; experimental part, p. 2182 - 2185 (2010/07/15)
A formal, one-pot [4 + 4] cyclization pathway for the generation of eight-membered sultams via in situ generation of an ortho-quinone methide (o-QM) is reported. The pairing of ambiphilic synthons in a complementary fashion is examined whereby o-fluorobenzenesulfonamides are merged with in situ generated o-QM in a formal [4 + 4] cyclization pathway to afford 5,2,1- dibenzooxathiazocine-2,2-dioxide scaffolds under microwave (mW) conditions. The method reported represents the first use of an o-QM in a formal hetero [4 + 4] cyclization.