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Synthesis and reactivity of sulfonamides containing boronate esters

✍ Scribed by Xiao-Feng He; Haiwen Zhang; Christopher M. Vogels; Andreas Decken; Stephen A. Westcott


Publisher
John Wiley and Sons
Year
2004
Tongue
English
Weight
110 KB
Volume
15
Category
Article
ISSN
1042-7163

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✦ Synopsis


Sulfonamides containing pinacol pro- tected boronate ester groups have been prepared by the addition of H 2 NC 6 H 4 Bpin (pin = O 2 C 2 Me 4 ) to sulfonyl chlorides p-RC 6 H 4 SO 2 Cl (R = CH 3 , NO 2 ). Hydrogenation of the nitro derivatives afford the corresponding sulfanilamides without compromising the aryl-Bpin bond. The sulfanilamides were further functionalized to afford novel platinum complexes containing boranosulfonamides.


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✍ Francis E. Appoh; Susan L. Wheaton; Christopher M. Vogels; Felix J. Baerlocher; πŸ“‚ Article πŸ“… 2009 πŸ› John Wiley and Sons 🌐 English βš– 252 KB πŸ‘ 1 views

## Abstract We have prepared a series of novel 2,3‐dihydro‐4‐pyridones containing boronate esters using the aza Diels–Alder reaction with Danishefsky's diene and imines derived from formylphenylboronic acids. This reaction can be carried out in moderate to high yields using Yb(OTf)~3~ as a Lewis ac