Synthesis and reactivity of sulfonamides containing boronate esters
β 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
- DOI
- 10.1002/hc.20025
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β¦ 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.
π SIMILAR VOLUMES
## Abstract We have prepared a series of novel 2,3βdihydroβ4βpyridones containing boronate esters using the aza DielsβAlder 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