Intramolecular oxidative palladium-catalyzed diamination reactions of alkenyl sulfamates: an efficient synthesis of [1,2,5]thiadiazolo-fused piperazinones

被引:6
作者
Chiacchio, Ugo [1 ]
Broggini, Gianluigi [2 ]
Romeo, Roberto [3 ]
Gazzola, Silvia [2 ]
Chiacchio, Maria A. [1 ]
Giofre, Salvatore V. [3 ]
Gabriele, Bartolo [4 ]
Mancuso, Raffaella [4 ]
Floresta, Giuseppe [1 ]
Zagni, Chiara [1 ]
机构
[1] Univ Catania, Dipartimento Sci Farm, Viale A Doria 6, I-9515 Catania, Italy
[2] Univ Insubria, Dipartimento Sci & Alta Tecnol, Via Valleggio 9, I-22100 Como, Italy
[3] Univ Messina, Dipartimento Sci Chim Biol Farmaceut & Ambientali, Via SS Annunziata, I-98168 Messina, Italy
[4] Univ Calabria, LISOC, Dipartimento Chim & Tecnol Chim, Via B Pucci 12-C, I-87036 Arcavacata Di Rende, CS, Italy
关键词
N BOND FORMATION; C-N; BIOLOGICAL EVALUATION; UNACTIVATED ALKENES; ALLYLIC ALCOHOLS; DOMINO REACTIONS; VINYL ETHERS; CYCLIZATION; ACID; INHIBITORS;
D O I
10.1039/c6ra13141g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A palladium-catalyzed diamination domino process of sulfamates arising from glycine allylamides is reported. The reaction leads to the formation of [1,2,5]thiadiazolo-fused piperazinones. The essential feature of the synthetic route is the use of PdCl2(MeCN)(2)/CuBr2, as a catalytic system which promotes the second amination process, leading to the bicycle ring-fused compounds in good yields.
引用
收藏
页码:S7521 / S7529
页数:9
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