Synthesis of 5-alkylidene-2,5-dihydropyrrol-2-ones and their ring-transformation into 5,6-dihydrobenzo[h]chromones, 5,6,7,8-tetrahydrochromones and pyran-4-ones
作者:Van T.H. Nguyen、Joachim T. Anders、Qingjun Ma、Regine Herbst-Irmer、Peter Langer
DOI:10.1016/j.tet.2007.10.035
日期:2007.12
Acid-mediated ring-transformations of 5-alkylidene-2,5-dihydropyrrol-2-ones, available by cyclization of 1,3-diketone dianions with bis(imidoyl) dichlorides of oxalic acid, resulted in formation of functionalized pyran-4-ones, such as 5,6-dihydrobenzo[h]chromones and 5,6,7,8-tetrahydrochromones.
5-亚烷基-2,5-二氢吡咯-2-酮的酸介导的环转化,可通过将草酸的双(亚氨基酰基)二氯化物与1,3-二酮二价阴离子环化而得到,从而形成官能化的吡喃-4-诸如5,6-二氢苯并[ h ]色酮和5,6,7,8-四氢色酮。
Domino Reactions of 1,2-Diimidoyl-1,2-dichloroethanes. Synthesis of 3-Imino-1,2-dithia-3<i>H</i>-cyclopent-4-enes, 3-Amino-2-thioxo-2,5<i>H</i>-pyrrol-5-ones, 2,3-Diamino-4-thioxo-4<i>H</i>-thiopyrans, and 6-Imino-6<i>H</i>-1,3-oxazines
作者:Esen Bellur、Helmar Görls、Peter Langer
DOI:10.1021/jo052450l
日期:2006.3.1
The reaction of mono- and dilithiated ethyl thioglycolate with 1,2-diimidoyl-1,2-dichloroethanes, aza-analogues of oxalyl chloride, afforded (depending on the reaction conditions) 3-imino-1,2-dithia-3H-cyclopent-4-enes, 3-amino-2-thioxo-2,5H-pyrrol-5-ones, and 2,3-diamino-4-thioxo-4H-thiopyrans. The reaction of the dianion of ethylhippurate with 1,2-diimidoyl-1,2-dichloroethanes afforded 6-imino-6H-1
单-和二锂化巯基乙酸乙酯与1,2- diimidoyl -1,2-二氯乙烷,草酰氯氮杂类似物,得到(取决于反应条件)3-亚氨基-1,2-二硫杂3的反应ħ -环戊-4-烯,3-氨基-2-硫代氧杂2,5 H-吡咯-5-酮和2,3-二氨基-4-硫代氧杂4 H-噻喃。马来酸乙酯的二价阴离子与1,2-二亚氨基-1,2-二氯乙烷的反应,得到6-亚氨基-6 H -1,3-恶嗪。