Practical Synthesis of β-Acyl and β-Alkoxycarbonyl Heterocyclic Sulfones

被引:46
作者
Pospisil, Jiri [1 ]
Sato, Hitoshi [1 ]
机构
[1] Catholic Univ Louvain, Inst Condensed Matter & Nanosci Mol Solids & Reac, B-1348 Louvain, Belgium
关键词
MICHAEL ADDITION; ALPHA; BETA-UNSATURATED KETONES; ASYMMETRIC ORGANOCATALYSIS; STEREOSELECTIVE-SYNTHESIS; CONJUGATE ADDITION; CHEMISTRY; ALDEHYDES; ALKENYL; ESTERS; ACIDS;
D O I
10.1021/jo102326p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short and efficient synthesis for beta-acyl and beta-alkoxycarbonyl heterocyclic sulfones containing benzothiazol (BT) and phenyltetrazol (PT) heterocydic core is presented here. The method seems to be general and provides the desired C-nudeophiles in very good to excellent yields from readily available starting materials.
引用
收藏
页码:2269 / 2272
页数:4
相关论文
共 25 条
[21]   Highly enantio- and diastereoselective organocatalytic domino Michael-aldol reactions of β-diketone and β-ketosulfone nucleophiles with α,β-unsaturated ketones [J].
Pulkkinen, J ;
Aburel, PS ;
Halland, N ;
Jorgensen, KA .
ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (9-10) :1077-1080
[22]   The selective reaction of primary amines with carbonyl imidazole containing compounds: Selective amide and carbamate synthesis [J].
Rannard, SP ;
Davis, NJ .
ORGANIC LETTERS, 2000, 2 (14) :2117-2120
[23]   Controlled synthesis of asymmetric dialkyl and cyclic carbonates using the highly selective reactions of imidazole carboxylic esters [J].
Rannard, SP ;
Davis, NJ .
ORGANIC LETTERS, 1999, 1 (06) :933-936
[24]   CONVERSION OF ARYLBORONIC ACIDS INTO POTASSIUM ARYLTRIFLUOROBORATES - CONVENIENT PRECURSORS OF ARYLBORON DIFLUORIDE LEWIS-ACIDS [J].
VEDEJS, E ;
CHAPMAN, RW ;
FIELDS, SC ;
LIN, S ;
SCHRIMPF, MR .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (10) :3020-3027
[25]   Dehydro-2-naphtholsulphone [J].
Warren, LA ;
Smiles, S .
JOURNAL OF THE CHEMICAL SOCIETY, 1930, :1327-1331