Bridged Polycyclic Compounds. III. Addition of p-Toluenesulfenyl Chloride to Norbornene, Norbornadiene, Aldrin and 9,10-Dihydro-9,10-ethenoanthracene^1,2

Heteroatom participation during addition-rearrangement reactions of 2-thia- and 2-azanorbornenes

“…a Description of secondary splitting in AB components, reading downfield. 6 Positions confirmed by decoupling. c References 30 and 31. d Satisfactory analytical data (±0.36%) for C, H, and Br were obtained for all new compounds in the table.…”

“…Treatment of the dibromide with potassium ieri-butoxide produced an azanortricyclene 68. Similarly, bromination of 69, also Other protons 4.12 s 3.52 m 6.27 m 6.50 q 1.78 AB, J = 9 Hz 6 Reference 25. c Reference 48. a Reference 28.e Satisfactory analytical data (±0.37%) for C, H, and N were obtained for all new compounds in the table except that.54 and 56 were analyzed for Br instead of N, and 49 was not analyzed except in mixture with 48. tricyclenes, no protons attached to unsaturated carbon are indicated and the characteristic apparent singlet for bridge CHBr appears at 4.5-4.8 ppm. The only previous examples of this ring system are the unstable parent heterocycle and its methiodide.…”

Regioselective Chlorothiolation of Alkenes with Sulfonyl Chlorides

“…((1S,2R,3R,4R)-3-Chlorobicyclo[2.2.1]heptan-2-yl)(p-tolyl)sulfane (4k). 17 Colorless oil, yield 80% (100.8 mg). Eluent: ethyl acetate/ petroleum ether (1:99).…”

Chemistry of sulfonylmethyl isocyanides. 12. Base-induced cycloaddition of sulfonylmethyl isocyanides to carbon,nitrogen double bonds. Synthesis of 1,5-disubstituted and 1,4,5-trisubstituted imidazoles from aldimines and imidoyl chlorides

“…In the corresponding reaction of the monosubstituted TosMIC Scheme III. Rationale for the Formation of 2-Imidazolines (4) and Imidazoles (3 and 7) from Aldimines (2) using TosMIC (1) and Analogues (6)0 II, 7d (82%) and 7e (75%), respectively]. To solve this seeming inconsistency, it should be realized that for R3 = Ph or Me the conversion 20 -*• 21 (Scheme III) is blocked.…”