Journal ArticleDOI
Indole synthesis – something old, something new
Reads0
Chats0
TLDR
In this article, a general approach would start from a mono-functionalized arene such as an aniline or halobenzene, followed by cyclization with C-C or C-N bond formation to an unactivated C-H bond.Abstract:
Indoles, both naturally occurring and synthetic, exhibit wide-ranging biological activity. Unusual and complex molecular architectures occur among their natural derivatives. As a result, this important ring system continues to attract attention from the international chemical community, and new methodologies for the construction of this ever relevant heteroaromatic ring continue to be developed. Unfortunately, many methods frequently start from ortho-substituted anilines, thereby greatly restricting the availability of starting materials. A more general approach would start from a mono-functionalized arene such as an aniline or halobenzene, followed by cyclization with C–C or C–N bond formation to an unactivated C–H bond. Such methods are the subject of this perspective.read more
Citations
More filters
Journal ArticleDOI
Manganese-Catalyzed C–H Activation
Weiping Liu,Lutz Ackermann +1 more
TL;DR: The versatile manganese catalysis largely operates by an isohypsic, thus redox-neutral, mode of action through chelation assistance, and provided step-economical access to structurally divers compounds of relevance to inter alia bioorganic, agrochemical, and medicinal chemistry as well as the material sciences.
Journal ArticleDOI
Transition Metal-Catalyzed CH Activation of Indoles
TL;DR: Recent advances and strategies for transition metal-catalyzed CH activation of indoles and a versatile tool box for the preparation of structurally diverse indoles are discussed.
Journal ArticleDOI
Formal [4+1] Annulation Reactions in the Synthesis of Carbocyclic and Heterocyclic Systems
Journal ArticleDOI
Indole synthesis by rhodium(III)-catalyzed hydrazine-directed C-H activation: redox-neutral and traceless by N-N bond cleavage.
TL;DR: There is an alternative to the useful Fischer indole synthesis that utilizes the same retrosynthetic disconnection but is based on a Rh(III) -catalyzed directed CH activation step and a successive coupling with alkynes.
Journal ArticleDOI
Strategies for the asymmetric functionalization of indoles: an update.
TL;DR: This critical review documents the literature on this topic, until the end of 2013, of new synthetic methodologies for the rapid construction of enantiomerically pure substituted indole.
References
More filters
Journal ArticleDOI
Practical methodologies for the synthesis of indoles.
Journal ArticleDOI
Synthesis and functionalization of indoles through palladium-catalyzed reactions
Sandro Cacchi,Giancarlo Fabrizi +1 more
TL;DR: P palladium-catalyzed synthesis can provide access to fine chemicals, agrochemical and pharmaceutical intermediates, and active ingredients in fewer steps and with less waste than classical.
Related Papers (5)
Marine indole alkaloids: potential new drug leads for the control of depression and anxiety
Synthesis and functionalization of indoles through palladium-catalyzed reactions
Sandro Cacchi,Giancarlo Fabrizi +1 more