Mechanistic studies leading to a new procedure for rapid microwave assisted generation of pyridine-3,5-dicarbonitrile libraries

Kai  Guo; Mark J.  Thompson; Tummala Rama Krishna Reddy; Roger  Mutter; Beining  Chen

doi:10.1016/j.tet.2007.03.139

Mechanistic studies leading to a new procedure for rapid microwave assisted generation of pyridine-3,5-dicarbonitrile libraries

Kai Guo
, Mark J. Thompson
, Tummala Rama Krishna Reddy
, Roger Mutter
, Beining Chen

Research output: Contribution to journal › Article › peer-review

48 Citations (Scopus)

Abstract

Mechanistic investigations into the multi-component synthesis of pyridine-3,5-dicarbonitriles have established a defined reaction pathway, particularly clarifying the role of aerobic oxidation in conversion of the intermediate 1,4-dihydropyridines into the final products.
Based on such improved understanding of the reaction mechanism, optimised conditions for the preparation of compound libraries based on this core structure have been developed and represent a significant improvement in yield over existing protocols. Particularly, microwave assisted synthesis was found to provide a procedure suitable for high-throughput synthesis of pyridine-3,5-dicarbonitrile libraries.

Original language	English
Pages (from-to)	5300-11
Journal	Tetrahedron
Volume	63
Issue number	24
DOIs	https://doi.org/10.1016/j.tet.2007.03.139
Publication status	Published - 11 Jun 2007

Access to Document

10.1016/j.tet.2007.03.139

Cite this

@article{70382e88033b42e592e3d5ec15c6c1bb,

title = "Mechanistic studies leading to a new procedure for rapid microwave assisted generation of pyridine-3,5-dicarbonitrile libraries",

abstract = "Mechanistic investigations into the multi-component synthesis of pyridine-3,5-dicarbonitriles have established a defined reaction pathway, particularly clarifying the role of aerobic oxidation in conversion of the intermediate 1,4-dihydropyridines into the final products. Based on such improved understanding of the reaction mechanism, optimised conditions for the preparation of compound libraries based on this core structure have been developed and represent a significant improvement in yield over existing protocols. Particularly, microwave assisted synthesis was found to provide a procedure suitable for high-throughput synthesis of pyridine-3,5-dicarbonitrile libraries.",

author = "Kai Guo and Thompson, \{Mark J.\} and Reddy, \{Tummala Rama Krishna\} and Roger Mutter and Beining Chen",

year = "2007",

month = jun,

day = "11",

doi = "10.1016/j.tet.2007.03.139",

language = "English",

volume = "63",

pages = "5300--11",

journal = "Tetrahedron",

publisher = "Elsevier",

number = "24",

}

TY - JOUR

T1 - Mechanistic studies leading to a new procedure for rapid microwave assisted generation of pyridine-3,5-dicarbonitrile libraries

AU - Guo, Kai

AU - Thompson, Mark J.

AU - Reddy, Tummala Rama Krishna

AU - Mutter , Roger

AU - Chen, Beining

PY - 2007/6/11

Y1 - 2007/6/11

N2 - Mechanistic investigations into the multi-component synthesis of pyridine-3,5-dicarbonitriles have established a defined reaction pathway, particularly clarifying the role of aerobic oxidation in conversion of the intermediate 1,4-dihydropyridines into the final products. Based on such improved understanding of the reaction mechanism, optimised conditions for the preparation of compound libraries based on this core structure have been developed and represent a significant improvement in yield over existing protocols. Particularly, microwave assisted synthesis was found to provide a procedure suitable for high-throughput synthesis of pyridine-3,5-dicarbonitrile libraries.

AB - Mechanistic investigations into the multi-component synthesis of pyridine-3,5-dicarbonitriles have established a defined reaction pathway, particularly clarifying the role of aerobic oxidation in conversion of the intermediate 1,4-dihydropyridines into the final products. Based on such improved understanding of the reaction mechanism, optimised conditions for the preparation of compound libraries based on this core structure have been developed and represent a significant improvement in yield over existing protocols. Particularly, microwave assisted synthesis was found to provide a procedure suitable for high-throughput synthesis of pyridine-3,5-dicarbonitrile libraries.

U2 - 10.1016/j.tet.2007.03.139

DO - 10.1016/j.tet.2007.03.139

M3 - Article

VL - 63

SP - 5300

EP - 5311

JO - Tetrahedron

JF - Tetrahedron

IS - 24

ER -

Mechanistic studies leading to a new procedure for rapid microwave assisted generation of pyridine-3,5-dicarbonitrile libraries

Abstract

Access to Document

Fingerprint

Cite this