A Simple Method for Generation of Diazocompounds in an Aqueous Two-Phase System
- 1 January 1978
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 8 (8) , 569-572
- https://doi.org/10.1080/00397917808063588
Abstract
Decomposition of tosylhydrazones of carbonyls in a basic medium is one of the most important methods for synthesis of diazocompounds (Bamford-Stevens reaction)1. This reaction with arylaldehyde, arylalkyl- and diaryl ketone tosylhydrazones is usually carried out in the presence of sodium alkoxides in alcohols, glycols, their ethers or in pyridine. Diazocompounds stabilized by electron withdrawing groups can be generated under milder conditions (diluted aq NaOH solutions or basic Al2O3). The standard conditions of the Bamford-Stevens reaction are not suitable for the synthesis of diazoalkanes derived from aliphatic aldehydes and ketones.Keywords
This publication has 4 references indexed in Scilit:
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- Preparation of Aryldiazoalkanes by the Bamford-Stevens ReactionThe Journal of Organic Chemistry, 1963
- NotesJournal of the Chemical Society, 1951
- Vergleich der Stickstoff‐Abspaltung bei verschiedenen aliphatischen DiazoverbindungenEuropean Journal of Inorganic Chemistry, 1916