Blackburn Christopher, Achab Abe, Elder Amy, Ghosh Shomir, Guo Jianping, Harriman Geraldine, Jones Matthew
Department of Medicinal Chemistry, Millennium Pharmaceuticals, 35 Landsdowne Street, Cambridge, Massachusetts 02139, USA.
J Org Chem. 2005 Nov 25;70(24):10206-9. doi: 10.1021/jo051843h.
[reaction: see text] Reaction of o-azidobenzenesulfonamides with polymer-supported triphenylphosphine affords the corresponding iminophosphoranes. Subsequent reaction with isocyanates gives 3-amino-1,2,4-benzothiadiazine 1,1-dioxides in high yields and purities. The reaction has been successfully applied to the synthesis of derivatives with various substituents at the 2- and 3-positions and in the benzenoid ring.
[反应：见正文] 邻叠氮基苯磺酰胺与聚合物负载的三苯基膦反应生成相应的亚氨基膦烷。随后与异氰酸酯反应，以高收率和纯度得到3-氨基-1,2,4-苯并噻二嗪1,1-二氧化物。该反应已成功应用于合成在2-位和3-位以及苯环上带有各种取代基的衍生物。
