Indole Ring Synthesis: From Natural Products to Drug by Gordon W. Gribble

By Gordon W. Gribble

Of the myriad of heterocycles identified to guy, the indole ring stands best for its remarkably flexible chemistry, its huge, immense variety of organic actions, and its ubiquity within the terrestrial and marine environments. 

The indole ring is still stumbled on in traditional items and to be hired in man-made prescription drugs and different fabrics. Given the large resurgence in indole ring synthesis during the last decade — highlighted by means of the facility of transition steel catalysis — this authoritative  guide addresses the necessity for a entire presentation of the myriad of equipment for developing the indole ring, from the traditional to the fashionable, and from the vague to the well-known.

Following presentation of the vintage indole ring syntheses and plenty of more recent tools, assurance maintains with indole ring syntheses through pyrroles, indolines, oxindoles, isatins, radical and photochemical reactions, aryne cycloadditions. This vast quantity concludes with the fashionable transition metal–catalyzed indole ring syntheses that make the most of copper, palladium, rhodium, gold, ruthenium, platinum, and different metals to type the indole ring

Indole Ring Synthesis is a entire, authoritative and updated advisor to the synthesis of this crucial heterocycle for natural chemists, pharmaceutical researchers and people drawn to the chemistry of ordinary products.

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Extra info for Indole Ring Synthesis: From Natural Products to Drug Discovery

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Sannicolo, Benincori, and colleagues have designed biin‑ dole‐phosphine ligands BISCAP (221) [212] and 2‐BINPO (222) (Scheme 34) [213]. Both are chiral, and 222 has been resolved into enantiomers. Reek and colleagues designed the phosphine–phosphoramidite ligand IndolPHOS (223), which is an excellent ligand for rhodium‐catalyzed asym‑ metric hydrogenation and rhodium‐catalyzed hydrofor‑ mylation [214, 215]. This research team later designed INDOLPhospholes (224) as a novel catalyst for allylic alkylation [216].

Napolitano, and A. Pezzella, 5,6‐Dihydroxyindole Chemistry: Unexplored Opportunities Beyond Eumelanin, Eur. J. Org. , 2011, 5501–5516. A unique microreview on the building blocks of eumelanin polymers. F. V. M. Tébéka, Total Syntheses of Trikentrins and Herbindoles, Tetrahedron, 2010, 66, 3875– 3895. Excellent summary of the different syntheses of these novel indole natural products. V. M. G. Nenajdenko, Synthesis and Properties of Fluoropyrroles and Their Analogues, Synthesis, 2012, 44, 2115–2137.

2010, 14, 2409–2441. An excellent recent review focusing primarily on the synthesis of biologically active indoles and starting with a nitrogen‐substituted arene. K. Bur and A. Padwa, The Pummerer Reaction: Methodology and Strategy for the Synthesis of Heterocyclic Compounds, Chem. , 2004, 104, 2401–2432. This review by a leading heterocy‑ clic chemist (Padwa) has a short section on indole alkaloids. P. Gromov, Ring Transformation of Pyridines and Benzo Derivatives Under the Action of C‐Nucleophiles, Heterocycles, 2000, 53, 1607–1630.

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