A serendipitous one-pot synthesis of the octahydro-2H-pyrazino[1,2-a]pyrazine core

Claudio Maestri; Paolo Minazzi; Toni Grell; Valentina Colombo; Luciano Lattuada; Giovanni B. Giovenzana; Fabio Travagin

doi:10.1039/d4cc03596h

A serendipitous one-pot synthesis of the octahydro-2H-pyrazino[1,2-a]pyrazine core

Claudio Maestri
, Paolo Minazzi
, Toni Grell
, Valentina Colombo
, Luciano Lattuada
, Giovanni B. Giovenzana
, Fabio Travagin

Dipartimento di Scienze del Farmaco

Risultato della ricerca: Contributo su rivista › Articolo in rivista › peer review

Abstract

An unexpected nitro group displacement during a nitro-Mannich reaction led to the one-pot formation of the octahydro-2H-pyrazino[1,2-a]pyrazine core, representing the shortest access to date to this pharmacologically relevant heterobicyclic system. A mechanistic hypothesis is suggested and supported by specific experiments and HRMS analysis of reaction mixtures.

Lingua originale	Inglese
pagine (da-a)	9428-9431
Numero di pagine	4
Rivista	Chemical Communications
Volume	60
Numero di pubblicazione	70
DOI	https://doi.org/10.1039/d4cc03596h
Stato di pubblicazione	Pubblicato - 6 ago 2024

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10.1039/d4cc03596h

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abstract = "An unexpected nitro group displacement during a nitro-Mannich reaction led to the one-pot formation of the octahydro-2H-pyrazino[1,2-a]pyrazine core, representing the shortest access to date to this pharmacologically relevant heterobicyclic system. A mechanistic hypothesis is suggested and supported by specific experiments and HRMS analysis of reaction mixtures.",

author = "Claudio Maestri and Paolo Minazzi and Toni Grell and Valentina Colombo and Luciano Lattuada and Giovenzana, \{Giovanni B.\} and Fabio Travagin",

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AU - Maestri, Claudio

AU - Minazzi, Paolo

AU - Grell, Toni

AU - Colombo, Valentina

AU - Lattuada, Luciano

AU - Giovenzana, Giovanni B.

AU - Travagin, Fabio

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AB - An unexpected nitro group displacement during a nitro-Mannich reaction led to the one-pot formation of the octahydro-2H-pyrazino[1,2-a]pyrazine core, representing the shortest access to date to this pharmacologically relevant heterobicyclic system. A mechanistic hypothesis is suggested and supported by specific experiments and HRMS analysis of reaction mixtures.

UR - https://www.scopus.com/pages/publications/85201303220

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DO - 10.1039/d4cc03596h

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JO - Chemical Communications

JF - Chemical Communications

IS - 70

ER -

A serendipitous one-pot synthesis of the octahydro-2H-pyrazino[1,2-a]pyrazine core

Abstract

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