Allenylidene Induced 1,2‐Metalate Rearrangement of Indole‐Boronates: Diastereoselective Access to Highly Substituted Indolines | Zendy

Simlandy Amit Kumar | Zendy; Brown M. Kevin | Zendy

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Allenylidene Induced 1,2‐Metalate Rearrangement of Indole‐Boronates: Diastereoselective Access to Highly Substituted Indolines

Author(s) -

Simlandy Amit Kumar,

Brown M. Kevin

Publication year - 2021

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.202103108

Subject(s) - chemistry , indole test , electrophile , catalysis , scope (computer science) , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , computer science , programming language

A process to achieve 1,2‐metalate rearrangements of indole boronate as a way to access substituted indolines in high diastereoselectivities is presented. The reaction involves the generation of a Cu–allenylidene, which is sufficiently electrophilic to induce the 1,2‐metalate rearrangement. The scope of the reaction is evaluated as well as further transformations of the product.

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