Literature DB >> 11233828

Formation of 1,1'-iminodicarboxylic acid derivatives, 2,6-diketo-piperazine and dibenzodiazocine-2,6-dione by variations of multicomponent reactions.

I K Ugi1, B Ebert, W Hörl.   

Abstract

The combination of multicomponent reactions (MCRs) of different amino acids, aldehydes, isocyanides and acids allows complex structures to be prepared in one-pot reactions. The synthesis of 1,1'-iminodicarboxylic acid derivatives 12 demonstrates the high selectivity of the Ugi Four Component Reaction using two different aldehydes and two different isocyanides. The limitations of the MCRs are illustrated by the synthesis of a 1,1'-iminodicarboxylic acid derivative 6 from L-lysine. Furthermore, 2,6-diketopiperazines and dibenzodiazocin-2,6-diones are synthesized via MCRs.

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Year:  2001        PMID: 11233828     DOI: 10.1016/s0045-6535(00)00326-x

Source DB:  PubMed          Journal:  Chemosphere        ISSN: 0045-6535            Impact factor:   7.086


  3 in total

1.  With unprotected amino acids to tetrazolo peptidomimetics.

Authors:  Rudrakshula Madhavachary; Qian Wang; Alexander Dömling
Journal:  Chem Commun (Camb)       Date:  2017-07-27       Impact factor: 6.222

Review 2.  Selectivity in multiple multicomponent reactions: types and synthetic applications.

Authors:  Ouldouz Ghashghaei; Francesca Seghetti; Rodolfo Lavilla
Journal:  Beilstein J Org Chem       Date:  2019-02-21       Impact factor: 2.883

3.  Water-triggered union of multi-component reactions towards the synthesis of a 4H-chromene hybrid scaffold.

Authors:  Kandhasamy Kumaravel; Balakrishnan Rajarathinam; Gnanasambandam Vasuki
Journal:  RSC Adv       Date:  2020-08-06       Impact factor: 4.036

  3 in total

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