95548-73-5Relevant articles and documents
Intramolecular 1,3-Dipolar Cycloaddition of Alkyl Azidoalkylidenemalonate and 1,3-Dipolar Cycloreversion of the Triazoline Intermediate: Synthesis and Reactions of an N-Sulphonyl-2,4-dihydropyrroloindole
Sha, Chin-Kang,Chuang, Kuang-Sein,Wey, Shiow-Jyi
, p. 977 - 980 (2007/10/02)
The 2,4-dihydropyrroloindole (5) was prepared by the intramolecular 1,3-dipolar cycloaddition of the azidoalkylidenemalonate (11), followed by 1,3-dipolar cycloreversion of the triazoline intermediates (12).Diels-Alder reaction of 2,4-dihydropyrroloindole derivative (6) with reactive dienophiles, such as N-phenylmaleimide, benzyne, and dimethyl acetylenedicarboxylate, gave the corresponding cycloadducts (15) and (16), (17), and (20) respectively.Arenimine (17) could be treated with lithium-ammonia to afford the dihydrobenzocarbazole (18), which was dehydrogenated by DDQ to give the benzocarbazole (19).