BF3·Et2O- or DMAP-Catalyzed Double Nucleophilic Substitution Reaction of Aziridinofullerenes with Sulfamides or Amidines
摘要:
BF3 center dot Et2O-catalyzed double nucleophilic substitution reaction of N-tosylaziridinofullerene with sulfamides has been exploited for the easy preparation of cyclic sulfamide-fused fullerene derivatives. Moreover, the Lewis base catalyzed double amination of N-tosylaziridinofullerene, with amidines as the diamine source, is demonstrated for the first time. The present methods provide new routes to cyclic 1,2-diaminated [60]fullerenes.
A hypervalent iodine-promoted intermolecular diamination reactions of C60 with sulfamides or phosphoryl diamides affords two classes of novel C60-fused cyclic sulfamide or phosphoryl diamide derivatives. The reaction between C60 and sulfamides can be effectively controlled to selectively synthesize diamination products or azafulleroids under PhIO/I2 or PhI(OAc)2/I2 conditions, respectively. Moreover
C 60与磺酰胺或磷酰二酰胺的碘价促进的高价分子间胺化反应提供了两类新型的C 60稠合的环状磺酰胺或磷酰二酰胺衍生物。可以有效地控制C 60和磺酰胺之间的反应,以分别在PhIO / I 2或PhI(OAc)2 / I 2条件下选择性地合成电子化产物或氮杂富勒烯类化合物。而且,磷酰基二酰胺首先被用作烯化中的胺源。
One-Flow Syntheses of Unsymmetrical Sulfamides and <i>N</i>-Substituted Sulfamate Esters
We developed one-flow syntheses of unsymmetrical sulfamides and N-substituted sulfamate esters by changing a nucleophile and a tertiary amine from inexpensive and commercially available chlorosulfonic acid. In the synthesis of N-substituted sulfamate esters, unexpected symmetrical sulfite formation was suppressed by changing the tertiary amine. The effect of tertiary amines was proposed using linear