Literature DB >> 12929664

Novel preparation of 2,1-benzothiazine derivatives from sulfonamides with [hydroxy(tosyloxy)iodo]arenes.

Yuhta Misu1, Hideo Togo.   

Abstract

Cyclization of sulfonamides bearing an aromatic ring at the beta-position with various organohypervalent iodine compounds was carried out to form the corresponding 2,1-benzothiazine derivatives. Among them, the cyclization effectively proceeded with [hydroxy(tosyloxy)iodo]arenes through ionic pathways. The same treatment of a sulfonamide bearing a 4-methoxyphenyl group at the beta-position generated a spiro compound.

Entities:  

Year:  2003        PMID： 12929664     DOI： 10.1039/b301330h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  13 in total

1.  S(N)Ar-based, facile synthesis of a library of benzothiaoxazepine-1,1'-dioxides.

Authors:  Alan Rolfe; Thiwanka B Samarakoon; Sarra V Klimberg; Marek Brzozowski; Benjamin Neuenswander; Gerald H Lushington; Paul R Hanson
Journal:  J Comb Chem       Date:  2010-09-29

Review 2.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

3.  Benzimidazopurine nucleosides from N6-aryl adenosine derivatives by PhI(OAc)2-mediated C-N bond formation, no metal needed.

Authors:  Sakilam Satishkumar; Mahesh K Lakshman
Journal:  Chem Commun (Camb)       Date:  2017-02-14       Impact factor: 6.222

4.  Pd-catalyzed versus uncatalyzed, PhI(OAc)2-mediated cyclization reactions of N6-([1,1'-biaryl]-2-yl)adenine nucleosides.

Authors:  Sakilam Satishkumar; Suresh Poudapally; Prasanna K Vuram; Venkateshwarlu Gurram; Narender Pottabathini; Dellamol Sebastian; Lijia Yang; Padmanava Pradhan; Mahesh K Lakshman
Journal:  ChemCatChem       Date:  2017-10-24       Impact factor: 5.686

5.  Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1,1-Dioxido-1,2-benzisothiazoline-3-acetic Acid.

Authors:  Alan Rolfe; Kyle Young; Paul R Hanson
Journal:  European J Org Chem       Date:  2008

6.  1-Methyl-1H-2,1-benzothia-zin-4(3H)-one 2,2-dioxide.

Authors:  M Nawaz Tahir; Muhammad Shafiq; Islam Ullah Khan; Waseeq Ahmad Siddiqui; Muhammad Nadeem Arshad
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-02-06

7.  3,3-Dibromo-1-ethyl-1H-2,1-benzo-thiazin-4(3H)-one 2,2-dioxide.

Authors:  Muhammad Shafiq; M Nawaz Tahir; Islam Ullah Khan; Saeed Ahmad; Waseeq Ahmad Siddiqui
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-06-13

8.  1-Ethyl-1H-2,1-benzothia-zin-4(3H)-one 2,2-dioxide.

Authors:  Muhammad Shafiq; Islam Ullah Khan; M Nawaz Tahir; Waseeq Ahmad Siddiqui
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-02-06

9.  One-pot, three-component, domino Heck-aza-Michael approach to libraries of functionalized 1,1-dioxido-1,2-benzisothiazoline-3-acetic acids.

Authors:  Alan Rolfe; Kyle Young; Kelly Volp; Frank Schoenen; Benjamin Neuenswander; Gerald H Lushington; Paul R Hanson
Journal:  J Comb Chem       Date:  2009 Jul-Aug

10.  Synthesis of Benzannulated Medium-ring Lactams via a Tandem Oxidative Dearomatization-Ring Expansion Reaction.

Authors:  Tezcan Guney; Todd A Wenderski; Matthew W Boudreau; Derek S Tan
Journal:  Chemistry       Date:  2018-08-02       Impact factor: 5.236
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