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Synthesis of Diesters through Carbonylation of Diazo Compounds Followed by Alcohol Addition
Author(s) -
Madarasi Packirisamy Kuzhalmozhi,
Vinod Kavya,
Sankar Anjaly,
Sivasankar Chinnappan
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201901996
Subject(s) - carbonylation , diazo , ketene , chemistry , alcohol , nucleophile , yield (engineering) , catalysis , organic chemistry , combinatorial chemistry , nucleophilic addition , carbon monoxide , materials science , metallurgy
Diesters are important synthetic tools for many biologically active compounds. There are only few methods known for the synthesis of diesters, however the known methods have their own limitations such as substrate scope and drastic reactions conditions. Carbonylation of diazo compounds using Co 2 (CO) 8 as a carbonyl source and generating ketene finds many useful applications in synthetic chemistry. In this regard, we have utilized the methodology to synthesize diesters via nucleophilic addition of alcohol to the ketene generated from diazo compounds using Co 2 (CO) 8 as a carbonyl source and catalyst, under mild reaction conditions. Both aliphatic and aromatic alcohols with electron withdrawing and donating substituents are well tolerated giving rise to a large number of biologically active diesters in good yield, which is further characterized by standard analytical and spectroscopic techniques.