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Copper‐Catalyzed 1,2‐Addition of α‐Carbonyl Iodides to Alkynes
Author(s) -
Xu Tao,
Hu Xile
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201410279
Subject(s) - chemistry , trichostatin a , catalysis , ketone , functional group , copper , combinatorial chemistry , molecule , organic molecules , substrate (aquarium) , organic chemistry , carbonyl group , histone deacetylase , stereochemistry , histone , biochemistry , oceanography , gene , geology , polymer
β,γ‐Unsaturated ketones are an important class of organic molecules. Herein, copper catalysis has been developed for the synthesis of β‐γ‐unsaturated ketones through 1,2‐addition of α‐carbonyl iodides to alkynes. The reactions exhibit wide substrate scope and high functional group tolerance. The reaction products are versatile synthetic intermediates to complex small molecules. The method was applied for the formal synthesis of (±)‐trichostatin A, a histone deacetylase inhibitor.

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