Diels–Alder reactions of trichloro-1, 2, 4-triazine: intramolecular additions with 1, 5 and 1, 6 dienes

NE Nadia

Index: Barlow, Michael G.; Sibous, Lakhdar; Suliman, Nadia N. E.; Tipping, Anthony E. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 6 p. 519 - 524

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Citation Number: 3

Abstract

Trichloro-1, 2, 4-triazine reacts with cycloheptene and cyclododecene to give the 2, 6- dichloropyridine derivatives 6 and 7 via an intermediate dihydropyridine formed by Diels– Alder addition and loss of N2, and with cyclopenta-1, 3-diene and indene by addition of a second molecule of alkene to the intermediate dihydropyridine. Bicyclo [2.2. 1] hepta-2, 5- diene and quadricyclane give mainly 2, 3, 6-trichloropyridine by loss of cyclopentadiene ...