A solid-phase synthetic method for 3,4-dihydro-1H-2,1-benzothiazin-4-one 2,2-dioxide derivatives

  • Jeon, Moon-Kook
  • Kim, Myung-Su
  • Kwon, Jeong-Jin
  • Gong, Young-Dae
  • Lee, Duck-Hyung
Citations

WEB OF SCIENCE

19
Citations

SCOPUS

22

초록

Utilizing polymer-bound anthranilic acid derivatives, we were able to obtain 3,4-dihydro-1H-2,1-benzothiazine-4-one 2,2-dioxide derivatives through N-methanesulfonylation by use of sulfonyl chloride, sulfonic acid, or sodium sulfonate, N-alkylation under Mitsunobu condition, and the cyclative cleavage in 8-52% five-step overall isolated yields and 91-99% purities from Wang resin. The reactions on solid phase were monitored by on-bead ATR-FTIR spectroscopic method and checked by help of solution-phase model experiments. (C) 2008 Elsevier Ltd. All rights reserved.

키워드

combinatorial chemistrysolid-phase synthesisbenzothiazinecyclative cleavageDRUG DISCOVERYSULFONIC-ACIDSMARTINELLINEHETEROCYCLESLIBRARIESSTRATEGYAGENTSCOREISOXAZOLIDINESSULFONAMIDES
제목
A solid-phase synthetic method for 3,4-dihydro-1H-2,1-benzothiazin-4-one 2,2-dioxide derivatives
저자
Jeon, Moon-KookKim, Myung-SuKwon, Jeong-JinGong, Young-DaeLee, Duck-Hyung
DOI
10.1016/j.tet.2008.07.031
발행일
2008-09-15
유형
Article
저널명
Tetrahedron
64
38
페이지
9060 ~ 9072