Abramovitch, Rudolph A. published the artcileSolution and flash vacuum pyrolyses of β-(3,5-disubstituted-phenyl)ethanesulfonyl azides. Sultam, pyrindine, and azepine formation, SDS of cas: 93427-13-5, the main research area is pyridine cyclopropyldimethyl; pyrolysis arylethanesulfonyl azide mechanism; pyrindine derivative; sultam; sulfonylazepine.
The solution and flash-vacuum pyrolyzes of azides I (R = Me, Cl, MeO, CF3) are reported. When R = Me, FVP results suggest that the substituents stabilize the intermediate leading to the sultam (II, R = R1 = Me). A new product, pyridine III, is observed, and a modification is proposed in the mechanism proposed earlier to account for the FVP of β-arylethanesulfonyl azides. No dihydropyrindine, which would have required a Me migration, is observed When R = Cl, migration of Cl does occur and a mixture of 5H- and 7H-1-pyrindines is obtained, together with other products. When R = MeO, some MeO migration occurs on FVP to give 6,7-dihydro-3,5-dimethoxy-5H-1-pyrindine. Monodemethoxylation to give II (R = MeO, R1 = H) also takes place, and a possible mechanism is proposed. When R = CF3 the main product on FVP at 300° is the fused azepine IV in respectable yield. This is the first example of the isolation of an N-sulfonylazepine from the intramol. reaction of a sulfonylnitrene and from a FVP.
Journal of Organic Chemistry published new progress about pyridine cyclopropyldimethyl; pyrolysis arylethanesulfonyl azide mechanism; pyrindine derivative; sultam; sulfonylazepine. 93427-13-5 belongs to class alcohols-buliding-blocks, name is 2-(3,5-Dichlorophenyl)ethanol, and the molecular formula is C8H8Cl2O, SDS of cas: 93427-13-5.
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