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Synthesis of 3-(substituted)-2,4,8,15-tetroxa-3-phosphadispiro[5.2.5]hexadecane-3-oxides

✍ Scribed by C. Suresh Reddy; Y. Hari Babu; N. Ravi Sankar; C. Devendranath Reddy

Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
43 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Novel 3‐(substituted)‐2,4,8,15‐tetroxa‐3‐phosphadispiro[5.2.5]hexadecane‐3‐oxides (3‐12) have been synthesized by cyclization of 1,5‐dioxaspiro[5.5]undecande‐3,3‐dimethanol (1) with various substituted aryl phosphorus dichloridates (2) in dry toluene‐THF in the presence of triethylamine at 40‐60 ^o^C. Their molecular structures were determined by ir, nmr and mass spectral studies and were screened for antifungal activity against Curvularia lunata and Aspergillus niger, and antibacterial activity on Staphylococcus aureus and Escherichia coli. Most of them possess significant activity.

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## Abstract Novel 3 substituted 1,5‐dihydro‐2,4,3‐benzodioxaphosphepine 3‐oxides (**5a–h**) were synthesized by reacting 1,2‐benzenedimethanol (**1**) with phosphorus tribromide in the presence of triethylamine at 0–30°C and subsequent reaction of the monobromide (**2**) with different Grignard rea