Standard

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 изданияхстатьяРецензирование

Harvard

APA

Vancouver

Author

BibTeX

@article{44366146811648949bdcccaf17911f15,
title = "Acetic anhydride to the rescue: Facile access to privileged 1,2,3,4-tetrahydropyrazino[1,2-a]indole core via the Castagnoli-Cushman reaction",
abstract = "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.",
keywords = "Acetic anhydride, Castagnoli-Cushman reaction, Dicarboxylic acids, In situ cyclodehydration, trans-Diastereoselectivity, Vicinal coupling constants, ANALOGS, DIVERSITY",
author = "Maria Chizhova and Olesya Khoroshilova and Dmitry Dar'in and Mikhail Krasavin",
year = "2018",
month = oct,
day = "3",
doi = "10.1016/j.tetlet.2018.08.049",
language = "English",
volume = "59",
pages = "3612--3615",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "40",

}

RIS

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