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Showing 1 to 5 of 5 for “"Herbindole"”.
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Total synthesis of (±)-cis-trikentrin B, (±)-herbindole A and (±)-herbindole B. investigation into the regioselectivity of 6,7-Indole aryne cycloadditions
… natural products (±)-cis-trikentrin B, (±)-herbindole A and (±)-herbindole B via intermolecular indole aryne cycloaddition are described. The 5,6,7-tribromoindole was synthesized via Leimgruber-Batcho indole synthesis protocols. The main question would be whether the key intermediate …
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Benzannulated indoles as drug discovery templates. Efforts towards the total synthesis of a library of therapeutic candidates inspired by Cis-Trikentrin A
The herbindole and trikentrin indole alkaloids are a series of structurally related natural products, characterized by a 6,7-benzannulated indole core – a structural motif rarely observed in nature. Originally isolated from the Trikentrion flabelliforme, and Axinella sp. sponges, these compounds …
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Indole Arynes in organic synthesis : discovery and applications for the total synthesis of complex natural products
… targets include such members as the trikentrins, herbindoles, teleocidins, nodulisporic acids, and penitrems to name just a few representative examples. We discovered the first indole arynes, namely the 5,6- and 6,7-indole arynes (aka indolynes), and provided a vastly superior preparation of the …
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TANDEM BENZANNULATION-CYCLIZATION STRATEGIES FOR THE SYNTHESIS OF HIGHLY SUBSTITUTED INDOLES
… was applied in a concise total synthesis of (-)-herbindoles A-C and (+)-trans-herbindole A. The second approach required the development of a new benzannulation variant that employed ynehydrazides as the ketenophile.
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Part I. Computational, theoretical and synthetic studies of the indole arynes and their reactions. Part II. Computational, theoretical, and mechanistic studies of n-vinyltrialkylammonium, n-vinylpyridinium, and n-vinyldiazonium tetrafluoroborate salts.
… synthesis of benzannulated indoles, namely, the herbindole and trinkentrin series, and the construction of diverse libraries inspired by these systems. Synthesis of these natural products required different manifolds, as no single platform has yet been discovered capable of generating all three …