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Synthesis 2020; 52(21): 3219-3230
DOI: 10.1055/s-0040-1707394
special topic
© Georg Thieme Verlag Stuttgart · New York

Synthetic Approaches to Acyl Hydrazides and Their Use as Synthons in Organic Synthesis

Nikoleta Spiliopoulou
,
Constantinos T. Constantinou
,
Ierasia Triandafillidi∗
Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimio­polis 15784, Athens, Greece   Email: iertriant@chem.uoa.gr   Email: ckokotos@chem.uoa.gr
,
Christoforos G. Kokotos∗
Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimio­polis 15784, Athens, Greece   Email: iertriant@chem.uoa.gr   Email: ckokotos@chem.uoa.gr
› Author AffiliationsThe authors gratefully acknowledge the Laboratory of Organic Chemistry of the Department of Chemistry of the National and Kapodistrian University of Athens for financial support. The authors would like to thank the Hellenic Foundation for Research and Innovation (HFRI) for financial support through a grant, which is financed by 1st Call for H.F.R.I. Research Projects to Support Faculty Members & Researchers and Procure High-Value Research Equipment (grant number 655). N. S. would like to thank the Hellenic Foundation for Research and Innovation (HFRI) for a Ph.D. Fellowship grant (Fellowship number 721). I.T. would like to thank the State Scholarships Foundation (IKY) for a fellowship through the call “Reinforcement of Postdoctoral Researchers - 2nd Cycle” (MIS-5033021), this research is co-financed by Greece and the European Union (European Social Fund- ESF) through the Operational Programme «Human Resources Development, Education and Lifelong Learning».
Further Information

Publication History

Received: 06 April 2020

Accepted: 21 April 2020

Publication Date:
13 May 2020 (online)

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Published as part of the Special Topic Recent Advances in Amide Bond Formation

Abstract

Acyl hydrazides constitute very important moieties in organic chemistry and have been employed as starting materials for different transformations to many classes of organic compounds. In this review, at first the approaches towards the synthesis of acyl hydrazides are presented. Furthermore, in the second part, the uses of this skeleton as an important intermediate for the synthesis of useful organic compounds are analyzed.

1 Introduction

2 Approaches towards the Synthesis of Acyl Hydrazides

2.1 Synthesis of Acyl Hydrazides from Aldehydes

2.2 Synthesis of Acyl Hydrazides from Carboxylic Acid Derivatives

3 Acyl Hydrazides as Useful Synthons in Synthetic Organic Transfor mations­

3.1 Acyl Hydrazides as Synthetic Precursors for the Synthesis of Car bonyl Compounds

3.2 Acyl Hydrazides as Synthetic Precursors for the Synthesis of Het erocyclic Rings

4 Conclusion

Key words

acyl hydrazides - aldehydes - azodicarboxylates - synthons - intermediates