TY - JOUR
T1 - Synthesis of pryridine and 2,2'-biprydine derivatives from the aza Diels-Alder reaction of substituted 1,2,4-triazines
AU - Stanforth, Stephen
AU - Tarbit, Brian
AU - Watson, Michael
N1 - Output from industrially sponsored PhD collaboration (Seal Sands Chemicals). Some of this work has been commercialised via sponsor. The paper describes the synthesis of potential building blocks for pharmaceutical and agrochemical research; presented as an Invited Lecture at the Anglo-Italian Heterocyclic Conference, Harrogate (2006).
PY - 2004/9
Y1 - 2004/9
N2 - Amidrazone 1a and the tricarbonyl derivatives 2b–d reacted in boiling ethanol in the presence of 2,5-norbornadiene 5 giving the pyridine derivatives 6b–d respectively (59–72%) and in the presence of 2,3-dihydrofuran 7 yielding the lactones 10b–d (39–44%). The 2,2′-bipyridine derivatives 6e–g were similarly obtained in good yield (81–87%) from the reaction of amidrazone 1b and tricarbonyl derivatives 2b–d in the presence of 2,5-norbornadiene 5.
AB - Amidrazone 1a and the tricarbonyl derivatives 2b–d reacted in boiling ethanol in the presence of 2,5-norbornadiene 5 giving the pyridine derivatives 6b–d respectively (59–72%) and in the presence of 2,3-dihydrofuran 7 yielding the lactones 10b–d (39–44%). The 2,2′-bipyridine derivatives 6e–g were similarly obtained in good yield (81–87%) from the reaction of amidrazone 1b and tricarbonyl derivatives 2b–d in the presence of 2,5-norbornadiene 5.
UR - https://www.scopus.com/pages/publications/4444369859
U2 - 10.1016/j.tet.2004.07.024
DO - 10.1016/j.tet.2004.07.024
M3 - Article
SN - 0040-4020
VL - 60
SP - 8893
EP - 8897
JO - Tetrahedron
JF - Tetrahedron
IS - 40
ER -