Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Acetic anhydride to the rescue : Facile access to privileged 1,2,3,4-tetrahydropyrazino[1,2-a]indole core via the Castagnoli-Cushman reaction. / Chizhova, Maria; Khoroshilova, Olesya; Dar'in, Dmitry; Krasavin, Mikhail.
в: Tetrahedron Letters, Том 59, № 40, 03.10.2018, стр. 3612-3615.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Acetic anhydride to the rescue
T2 - Facile access to privileged 1,2,3,4-tetrahydropyrazino[1,2-a]indole core via the Castagnoli-Cushman reaction
AU - Chizhova, Maria
AU - Khoroshilova, Olesya
AU - Dar'in, Dmitry
AU - Krasavin, Mikhail
PY - 2018/10/3
Y1 - 2018/10/3
N2 - Indole-fused cyclic anhydrides earlier deemed unreactive in the Castagnoli-Cushman reaction with imines have been rendered valid participant in this process. The new reaction format involves the use of respective indole-based dicarboxylic acids and in situ cyclodehydration of the latter by acetic anhydride. This finding validates a fundamentally new approach to synthesizing compounds based on the privileged 1,2,3,4-tetrahydropyrazino[1,2-a]indole core characterized by hitherto undescribed substitution pattern.
AB - Indole-fused cyclic anhydrides earlier deemed unreactive in the Castagnoli-Cushman reaction with imines have been rendered valid participant in this process. The new reaction format involves the use of respective indole-based dicarboxylic acids and in situ cyclodehydration of the latter by acetic anhydride. This finding validates a fundamentally new approach to synthesizing compounds based on the privileged 1,2,3,4-tetrahydropyrazino[1,2-a]indole core characterized by hitherto undescribed substitution pattern.
KW - Acetic anhydride
KW - Castagnoli-Cushman reaction
KW - Dicarboxylic acids
KW - In situ cyclodehydration
KW - trans-Diastereoselectivity
KW - Vicinal coupling constants
KW - ANALOGS
KW - DIVERSITY
UR - http://www.scopus.com/inward/record.url?scp=85052748955&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2018.08.049
DO - 10.1016/j.tetlet.2018.08.049
M3 - Article
AN - SCOPUS:85052748955
VL - 59
SP - 3612
EP - 3615
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 40
ER -
ID: 34631823