Research output: Contribution to journal › Article › peer-review
Structurally Diverse Arene-Fused Ten-Membered Lactams Accessed via Hydrolytic Imidazoline Ring Expansion. / Сапегин, Александр Владимирович; Осипян, Ангелина Тельмановна; Красавин, Михаил Юрьевич.
In: Organic and Biomolecular Chemistry, No. 15, 2017, p. 2906-2909.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Structurally Diverse Arene-Fused Ten-Membered Lactams Accessed via Hydrolytic Imidazoline Ring Expansion
AU - Сапегин, Александр Владимирович
AU - Осипян, Ангелина Тельмановна
AU - Красавин, Михаил Юрьевич
PY - 2017
Y1 - 2017
N2 - Imidazoline-fused [1,4]oxazepines (prepared in two simple steps from methyl 2-hydroxyaroates, ethylene diamine and bis-electrophilic aromatics) undergo a facile, good-yielding hydrolytic imidazoline ring expansion (HIRE) upon N-alkylation and treatment with aqueous K2CO3. The resulting arene-fused ten-membered lactams significantly add to the contemporary arsenal of small-molecule scaffolds where medium-sized ring systems are severely underrepresented.
AB - Imidazoline-fused [1,4]oxazepines (prepared in two simple steps from methyl 2-hydroxyaroates, ethylene diamine and bis-electrophilic aromatics) undergo a facile, good-yielding hydrolytic imidazoline ring expansion (HIRE) upon N-alkylation and treatment with aqueous K2CO3. The resulting arene-fused ten-membered lactams significantly add to the contemporary arsenal of small-molecule scaffolds where medium-sized ring systems are severely underrepresented.
U2 - 10.1039/c7ob00535k
DO - 10.1039/c7ob00535k
M3 - Article
SP - 2906
EP - 2909
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
SN - 1477-0520
IS - 15
ER -
ID: 9277718