One-pot synthesis of 1-arylmethylidene-1,2,3,3a-tetrahydro-5H-pyrrolo[1,2-a]-[3,1]benzoxazines and 1-arylmethylidene-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]-quinazolines from 5-arylalk-4-ynals and o-aminobenzylic alcohol/amine

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• 作者：Valentin D. Gvozdev ; ^{vgvozdev2006@yandex.ru" class="auth_mail" title="E-mail the corresponding author} ; Konstantin N. Shavrin ; Mikhail P. Egorov ; Oleg M. Nefedov
• 刊名：Mendeleev Communications
• 出版年：2015
• 出版时间：September-October 2015
• 年：2015
• 卷：25
• 期：5
• 页码：329-331
• 全文大小：248 K

文摘

Cyclization of 5-arylalk-4-ynals with o-aminobenzylamine or o-aminobenzyl alcohol in DMSO under the sequential action of NH₄Br and KOH affords (E)-1-arylmethylidene-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinazolines or (E)-1-arylmethylidene-1,2,3,3a-tetrahydro- 5H-pyrrolo-[1,2-a][3,1]benzoxazines; the latter without substituents in the 3-position easily isomerize into the corresponding 2-arylmethyl- 1-(2-hydroxymethylphenyl)pyrroles.