Straightforward one-step approach towards novel derivatives of 9-oxo-5,6,7,9-tetrahydrobenzo[9,10]heptaleno[3,2-b]furan-12-yl) acetic acid based on the multicomponent reaction of colchiceine, arylglyoxals and Meldrum's acid

A straightforward one-pot approach was developed for the synthesis of substituted colchicine derivatives based on the telescoped multicomponent reaction of colchiceine, arylglyoxals and Meldrum's acid. Regiospecific formation of the 6,7-dihydrobenzo[9,10]heptaleno[3,2-b]furan-9(5H)-one moiety is a distinctive feature of the protocol. Advantages of this method include the use of readily accessible starting materials, process simplicity and easy isolation of the target products. The structure of one of the furotropolone derivatives was confirmed by 2D NMR-spectroscopy. (c) 2021 Elsevier Ltd. All rights reserved.

Automated summary

A one-pot approach was developed for the synthesis of substituted colchicine derivatives based on the telescoped multicomponent reaction of colchiceine, arylglyoxals, and Meldrum's acid. The regiospecific formation of a distinctive moiety is a key feature of this method. Advantages include the use of readily accessible starting materials, process simplicity, and easy isolation of the target products.