130111-44-3Relevant academic research and scientific papers
Preparation of alkyl-substituted indoles in the benzene portion. Part 10. Synthesis of 4- and/or 5-alkylated 1,6,7,8-tetrahydrocyclopent[g]indoles, model compounds for herbindole and trikentrin syntheses
Muratake,Mikawa,Seino,Natsume
, p. 846 - 853 (2007/10/02)
Synthetic pathways leading to model compounds 25, 27, 33, 20d, 32b, 37, and 42 for the marine alkaloids, herbindoles and trikentrins (1b-i), are presented. p-Toluenesulfonic acid-mediated indole cyclization reactions, 19→20 and 38→39, assisted with thiols
Diels-Alder reactions of 1,5-dihydropyrano[3,4-b]pyrrol-5(1H)-ones, pyrrole-2,3-quinodimethane analogues; a new synthesis of indoles
Mark Jackson,Moody, Christopher J.
, p. 7447 - 7466 (2007/10/02)
The pyrano[3,4-b]pyrrol-5-(1H)-ones 7 are stable cyclic analogues of pyrrole-2,3-quinodimethane, and undergo Diels-Alder reaction with a range of acetylenes (dimethyl acetylenedicarboxylate, ethyl propiolate, ethyl trimethylsilylpropynoate, benzyne and the acetylene equivalent, phenyl vinyl sulfoxide), to give, after loss of carbon dioxide, indoles. The Diels-Alder reaction can be extended to the intramolecular variant to give cycloalka-[e]- and [g]-indoles.
PREPARATION OF ALKYL-SUBSTITUTED INDOLES IN THE BENZENE PORTION. Part 4
Muratake, Hideaki,Natsume, Mitsutaka
, p. 691 - 700 (2007/10/02)
A useful method for the preparation of variously substituted polyalkylindoles (3b) was established by H2SO4-catalyzed cyclization reaction of 1b, where the substituent Y was designated as either the hydroxy or alkoxy group, to yield 3a in good yields.The substrate (1b) was prepared from 1-phenylsulfonylpyrrole (5) by way of 1-phenylsulfonyl-2-pyrrolyl derivatives (4), e.g., 6 and 13, followed by the aldol reaction for the elongation of their carbonyl functions.
