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Concise Synthesis of Tetrazole–Ketopiperazines by Two Consecutive Ugi Reactions
Author(s) -
ZarganesTzitzikas Tryfon,
Patil Pravin,
Khoury Kareem,
Herdtweck Eberhardt,
Dömling Alexander
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403401
Subject(s) - tetrazole , diketopiperazines , chemistry , intramolecular force , ugi reaction , isocyanide , combinatorial chemistry , organic chemistry
A concise route for the synthesis of the novel compound class tetrazole–diketopiperazines was developed. The approach involves the use of two multicomponent reactions: the Ugi tetrazole four‐component reaction (4CR) and the classical intramolecular Ugi 4CR. The tetrazole–diketopiperazines comprise analogs of and are bioisosteric to bioactive diketopiperazines, which thus draws attention for novel bioactive compound design. This scaffold was produced to fill the screening deck of the European lead factory.