Development of an Alkyne Analogue of the de Mayo Reaction: Synthesis of Medium‐Sized Carbacycles and Cyclohepta[ b ]indoles | Zendy

Tymann David | Zendy; Tymann Dina Christina | Zendy; Bednarzick Ulf | Zendy; IovkovaBerends Ljuba | Zendy; Rehbein Julia | Zendy; Hiersemann Martin | Zendy

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Development of an Alkyne Analogue of the de Mayo Reaction: Synthesis of Medium‐Sized Carbacycles and Cyclohepta[ b ]indoles

Author(s) -

Tymann David,

Tymann Dina Christina,

Bednarzick Ulf,

IovkovaBerends Ljuba,

Rehbein Julia,

Hiersemann Martin

Publication year - 2018

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201808578

Subject(s) - alkyne , intramolecular force , chemistry , ring (chemistry) , stereochemistry , combinatorial chemistry , cascade , organic chemistry , catalysis , chromatography

Embedded medium‐sized carbacycles and cyclohepta[b]indoles occur frequently as scaffold elements in natural products and bioactive compounds. Described herein is a conceptionally novel photochemically triggered cascade process to these scaffolds. Key to the cascading ring‐expansion process is an unprecedented intramolecular alkyne analogue of the de Mayo reaction.

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