Photoisomerization of Sultams Derived from Saccharin; Part 3: [1] [2] Dihydro[1]benzothieno[3,2-b]pyrrole 4,4-Dioxides from Dihydropyrrolo[1,2-b][1,2]benzisothiazole 5,5-Dioxides

Abstract

1-Substituted 2,3-dihydropyrrolo[1,2-b][1,2]benzisothiazole 5,5-dioxides 7a-c,e undergo a smooth and efficient transformation into the 2,3-dihydro[1]benzothieno[3,2-b]pyrrole 4,4-dioxides 8a-c,e upon irradiation at 254 nm in acetonitrile. The structures of the products have been elucidated by spectroscopic methods and a single crystal X-ray structure determination for 8b.

photoisomerization - sultams - dihydro[1]benzothieno-[3,2-b]pyrrole 4,4-dioxides

References

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Crystal data and structure refinement: Crystal size 0.55 × 0.24 × 0.18 mm, from MeOH. C₁₂H₁₁NO₄S, formula weight 265.28. Triclinic system, P-1. Unit cell dimensions: a = 6.923(2), b = 7.126(2), c = 12.471(3) Å; α = 82.67(2), β = 78.60(2), γ = 73.52(2)°; Z = 4, cell volume 576.6(3) ų, d_C = 1.528 g cm^-3, λ = 0.71073 Å (MoK_α ), µ = 0.287 mm^-1. F(000) = 276, Θ = 2.99-27.00°, limiting indices -8 ≤ h ≥ 0,
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