Magnus indole synthesis

Indole Ring Synthesis From Natural Products to Drug Discovery, First Edition. Gordon W. Gribble. 2016 John WQey Sons, Ltd. Published 2016 by Jdin WQey Sons, Ltd. 

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Magnus - Indole 2,3-quinodimethane strategy for synthesis of Indole alkaloids [84ACR35]... 

A Meerwein arylation protocol was employed by Rancher and Koolpe to construct the requisite o-nitro carbonyls for indolization. Thus, arylation of o-nitrophenyldiazonium chlorides with vinyl acetate or vinyl bromide followed by reductive cyclization of the adducts affords indoles (Scheme 4, equation 1) [19]. The Rancher indole synthesis has been adopted by Magnus on a multigram scale to... 

Magnus, P. Mansl, T.E. (1999) Synthesis of the ABCD-rings ofthe insecticidal indole alkaloid nodulisporic acid. Tetrahedrcm Lett., 40,6909-12. 

New Methods for Alkaloid Synthesis Generation of Indole-2,3-diquinomethanes as a Route to Indole Alkaloids T. Gallager and P. Magnus, Tetrahedron, 37, 1981, 3889-3897. 

Magnus and Mclver " recently described a synthesis of a C-D-E-F indole bis-oxazole fragment 1490 that also incorporates both chlorine atoms. Their approach was based on Wipf and Yokokawa s earlier observation regarding chlorination of... 

Magnus and Mitchell discovered a simple indole ring synthesis involving the methanesulfonic acid treatment of terminal triisopropylsilylprop-2-ynylanilines (e.g., 1) to give 3-methylindoles (e.g., 2) (Scheme 1) [1]. Several examples are shown of the indoles that were obtained... 

Magnus PD, Sear NL. Indole-2,3-quinodimethanes Synthesis of selectively protected derivatives of the fused dimeric indole alkaloid staurosporinone. Tetrahedron. 1984 40 2795-2797. 

The intramolecular Diels-Alder reaction has featured in a number of elegant syntheses of natural products in the past decade, and this trend shows little sign of diminishing. A particularly pleasing illustration of this approach to synthesis is provided by the synthesis of ( )-aspidospermidine (79) by Magnus et al. whereby the key intermediate (80) was produced by way of intramolecular Diels-Alder reaction of the indole 2,3-quinodimethane (78), generated from treatment of the imine (76) with the mixed anhydride (77) in chlorobenzene at 140 °C. 

Magnus, P. and Mclver, E.G. (2000) Synthesis of the dichlorobisoxazole-indole portion of the antitumor agent diazonamide by a putative biogenetic strategy. Tetrahedron Lett., 41, 831-834. 

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