Tetrahedron

Regioselective construction of six-membered fused heterocyclic rings via Pd/C-mediated C–C coupling followed by iodocyclization strategy: a new entry to 2H-1, 2- …

DK Barange, VR Batchu, D Gorja, VR Pattabiraman…

Index: Barange, Deepak Kumar; Batchu, Venkateswara Rao; Gorja, Dhillirao; Pattabiraman, Vijaya Raghavan; Tatini, Lakshmi Kumar; Babu, J. Moses; Pal, Manojit Tetrahedron, 2007 , vol. 63, # 8 p. 1775 - 1789

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Citation Number: 37

Abstract

We describe a practical and elegant method of constructing a thiazine ring fused with benzene under mild reaction conditions. A variety of 4-iodo-2H-benzo [e][1, 2] thiazine-1, 1- dioxides were prepared with high regioselectivity via a two-step process involving Pd/C- mediated C–C coupling of o-halobenzenesulfonamides with terminal alkynes, followed by iodocyclization of the resulting o-(1-alkynyl) arenesulfonamide using elemental iodine in ...