✦ LIBER ✦

Synthesis and properties of a novel cyclic sulfilimine, 2-methyl-2,4,1-benzodithiazin-2-ium-1-ide

✍ Scribed by Hiroshi Shimizu; Atsushi Sugimoto; Tadashi Kataoka; Mikio Hori

Publisher: John Wiley and Sons
Year: 1995
Tongue: English
Weight: 926 KB
Volume: 6
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.520060211

No coin nor oath required. For personal study only.

✦ Synopsis

A novel cyclic sulfilimine, 2-methyl-2,4,1 -benzodithiazin-2-ium-1 -ide (4) was synthesized by deprotonation of the corresponding azasulfonium salt (3) with base. The compound 4 was oxidized with potassium permanganate to afford the sulfoximine 5, exclusively. On refluxing in several solvents, compound 4 underwent a ring contraction to afford benzothiazole (8) via the 1,2-imino shift. The reaction of 4 with a variety of electrophiles, such as dialkyl acetylenedicarboxylate, acylating agents, diphenylcyclopropenone, and phenyl isocyanate, afforded ringopened adducts. Synthetic approaches to cyclic disulfonium ylides are also described.

📜 SIMILAR VOLUMES

Synthesis and anti-HIV-1 Activity of a N

Synthesis and anti-HIV-1 Activity of a Novel Series of 1,4,2-Benzodithiazine-dioxides.

✍ Zdzislaw Brzozowski; Franciszek Saczewski; Nouri Neamati 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 24 KB 👁 2 views

Synthesis of Novel Mesoionic [1,2,4]Tria

Synthesis of Novel Mesoionic [1,2,4]Triazolo[1,5-a]pyridin-4-ium-2-thiolates with Antibacterial Activity.

✍ Wahid M. Basyouni; Khairy A. M. El-Bayouki; Hanaa M. Hosni 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 123 KB 👁 1 views

ChemInform Abstract: Synthesis of Novel

ChemInform Abstract: Synthesis of Novel Heterocyclic Systems. 2,3-Dihydropyrido[1,2-b][1,4,2]oxaselenazin-5-ium.

✍ A. V. Borisov; Zh. V. Matsulevich; V. K. Osmanov 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 22 KB 👁 1 views

Synthesis of a Novel Series of 6-Chloro-

Synthesis of a Novel Series of 6-Chloro-1,4,2-benzodithiazine 1,1-Dioxide Derivatives with Potential Biological Activity.

✍ Z. Brzozowski; F. Saczewski 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 28 KB 👁 1 views

Synthesis of a novel series of 6-chloro-

Synthesis of a novel series of 6-chloro-1,4,2-benzodithiazine 1,1-dioxide derivatives with potential biological activity

✍ Z. Brzozowski; F. Sa̧zewski 📂 Article 📅 2005 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 178 KB

A novel series of 6-chloro-1,4,2-benzodithiazine 1,1-dioxide derivatives 2-19 with alkyl, aryl or heteroaryl substituents at position 3 have been synthesized by the reaction of 4-chloro-2-mercaptobenzenesulfonamides with aldehydes, aldehyde acetals or acid anhydrides. 6-Chloro-3-(2-hydroxyphenyl)-7-

Synthesis and in vitro Cytotoxic Activit

Synthesis and in vitro Cytotoxic Activity of Novel 6-Chloro-1,1-dioxo-1,4,2-benzodithiazin-3-ylhydrazine Derivatives.

✍ E. Pomarnacka; P. J. Bednarski; R. Grunert; Z. Brzozowski; J. Lach 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 28 KB 👁 1 views