31463-81-7Relevant academic research and scientific papers
Nitrones and Oxaziridines. XLV. Formation of Pyrroloindoles by Intramolecular Nitrone Cycloaddition
Black, David St. C.,Craig, Donald C.,Deb-Das, Renu B.,Kumar, Naresh
, p. 603 - 622 (1993)
The N-allylindole-2-carbaldehydes (5)-(8) and related methyl ketones (9)-(12) undergo reaction with N-methylhydroxylamine to give the cycloadducts (14)-(17) and (19)-(22), respectively.These adducts contain isoxazolidine rings fused to pyrroloindole systems.Corresponding cycloaddition of the N-propargylindole derivatives (24) and (25) could not be effected and the nitrone (26) was isolated.The adducts (14)-(17) underwent hydrogenolysis of the isoxazolidine N-O bond to give the amino alcohols (27)-(30), together with traces of the alcohols (31)-(34).X-Ray crystallographic data for the cycloadducts (15) and (16b) are presented.
Microwave-assisted facile synthesis of [a]-annelated pyrazolopyrroloindoles via intramolecular azomethine imine 1,3-dipolar cycloaddition
Shinde, Anand H.,Vidyacharan, Shinde,Sharada, Duddu S.
supporting information, p. 3064 - 3069 (2014/05/20)
The synthesis of [a]-annelated pyrazolopyrroloindoles via intramolecular 1,3-dipolar cycloaddition of in situ generated azomethine imine from N-allylated indole-2-carboxaldehyde, in regio- and stereoselective manner by using microwave irradiation is described. A one-pot strategy for the expedient synthesis of pyrazolopyrroloindoles has been developed.
