1.2- Benzisothiazole 1,1-dioxide, 3-chloro

Compounds according to entries 1, [tPh3Sn C SL 2, catena-(P2-dimesylamide-0, 07)-tricyclohexyltin 3, catena-( i2-dimesylamide-0, 0)-triphenyltin 4, (1,2-benzisothiazol-3(2// )-one-1, l-dioxide-N-(dibenzylsulfoxide-0)triphenyltin 5, jj.2- 1,2-bis(n-propylsulfinyl)-ethylene- 0, 0 -bis(chlorotriphenyltin) 6, catena-( i2-dimesylamide-0, 0/)-(At2"hydroxo-bis(triphenyltin)) [Me3 SnN(SC Me)2 -Me3 SnOHR 7, catena-(chloro-tris(/ -methylsulfonyl-... 

Compounds according to entries 1, nitrato-triphenyl-(pyridine-N-oxide)tin 2, (l,2-benzisothiazol-3(2//)-one-l,l-dioxide)-(quinoline-N-oxide)triphenyltin 3, chloro-(2,6-dimethylpyridine-N-oxide)trimethyltin 4, dichloro-(2,6-dimethylpyridine-N-oxide)diphenyltin 5, (coumarin-3-carboxylato)(quinoline-N-oxide)triphenyltin 6, isocyanato-(pyridine-N-oxide-O)-triphenyltin 7, bis(A,A)-dimethyldithiocarbamoylKacetato-0)(quinoline-N-oxide)tnphenyl-tin 8, (isopropylxanthato)(quinoline-N-oxide)triphenyltin. 

Phenylvinyl)-l,2-benzisothiazole 5, 5 -dioxides 115 (Ar = />-MeOC6H4) react in the presence of AICI3 acting as a dienophile with a second molecule of 115 to give the [4+2] dimer 182. 3-Methyl- and 3-chloro-l,2-benzisothiazole. y,.y-dioxides 112 (R = Me, Cl) react with Danishefsky s diene affording oxopyrido-benzisothiazoles 183 (R = Me) and 184, respectively. The fused pyridone 185 was formed from 3-methyl derivative 112 (R = Me), cinnamoyl chloride, and TEA by the way of a pericyclic reaction of the A -cinnamoyl intermediate <1996T3339>. 

The isothiazole derivative, saccharin, in the presence of a quaternary ammonium salt, is converted into 3-chloro-l,2-benzisothiazole 1,1-dioxide c/. Section 10.2.2.2 [596] ... 

Chloro-2-ethyl-l,2-benzisothiazolium chloride 109b reacted with Ar-mono- and IV,IV-dialkylanilines 356 to give 3-phenyl 1,2-benzisothiazolium salts 357, which were converted by thermal treatment to isothiazole 358 and with hydrochloric acid to salts 359 in 70-80% yield (79CB3286, Scheme 119). The isothiazole 358 can be oxidized to 2-phenyl 1,2-benzisothiazole 1,1-dioxides. 

Chloro-substitution. 3-Chloro-l, 2-benzisothiazole 1,1-dioxide with 3-(hydroxymethyl)pyridine in toluene/EtaN gives (44). Other ethers or thioethers 45 Z = 0 or S R = R CH2R [R = (un)substituted imidazolyl, thiazolinyl, etc/, R = (un)substituted furyl, imidazolyl, etc.] are similarly prepared. 

Chloro-1,2-benzisothiazole 1,1-dioxide (23) is an excellent coupling reagent for the preparation of hosphodiester derivatives,... 

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