In:
Canadian Journal of Chemistry, Canadian Science Publishing, Vol. 83, No. 6-7 ( 2005-06-01), p. 661-667
Abstract:
We have prepared the aryl sulfonamides 4,4′-R-C 6 H 4 SO 2 NHC 6 H 4 CH=CH 2 (R = CH 3 , 1a; NO 2 , 1b) by addition of 2 equiv. of 4-vinylaniline to the corresponding sulfonyl chlorides. The disulfonamides 4,4,4′-(R-C 6 H 4 SO 2 ) 2 NC 6 H 4 CH=CH 2 (R = CH 3 , 2a; NO 2 , 2b) were also prepared using 4-vinylaniline and 2 equiv. of the sulfonyl chlorides in the presence of DMAP. Although hydroborations of sulfanilamide derivatives 1 suffered from competing hydrogenation reactions, judicious choice of the transition metal catalyst gave selective formation of either the primary or secondary boronate esters in hydroborations of 2a.Key words: boronate esters, catalysed hydroborations, sulfanilamides, vinylaniline.
Type of Medium:
Online Resource
ISSN:
0008-4042
,
1480-3291
Language:
English
Publisher:
Canadian Science Publishing
Publication Date:
2005
detail.hit.zdb_id:
1482256-8
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