A convenient synthesis of the novel 5 H ‐thieno[2,3‐ e ]‐4,1,2‐oxathiazepine ring system  via  an alkoxycarbenium ion intermediate | Zendy

Dantanarayana Anura P. | Zendy; Dupre Brian | Zendy; May Jesse A. | Zendy; Lynch Vincent M. | Zendy

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A convenient synthesis of the novel 5 H ‐thieno[2,3‐ e ]‐4,1,2‐oxathiazepine ring system via an alkoxycarbenium ion intermediate

Author(s) -

Dantanarayana Anura P.,

Dupre Brian,

May Jesse A.,

Lynch Vincent M.

Publication year - 1999

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570360111

Subject(s) - chemistry , ring (chemistry) , anhydrous , hydroxymethyl , carbonic anhydrase , stereochemistry , sulfonamide , molecule , medicinal chemistry , carbonic anhydrase ii , combinatorial chemistry , organic chemistry , enzyme

3‐(Methoxymethoxymethyl)‐2‐thiophenesulfonamides and 3‐hydroxymethyl‐ N ‐methoxymethyl‐2‐thiophenesulfonamides have been shown to undergo cyclization when treated under anhydrous acidic conditions to provide the novel 2,3‐dihydro‐5 H ‐thieno[2,3‐ e ]‐4,1,2‐oxathiazepine ring system. Incorporation of a primary sulfonamide group into position seven of the molecule provided compounds which inhibit human carbonic anhydrase II.

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