Synthetic communications

Efficient synthesis of a complete donor/acceptor bis (aryl) diyne family

BT Holmes, WT Pennington…

Index: Holmes, Brian T.; Pennington, William T.; Hanks, Timothy W. Synthetic Communications, 2003 , vol. 33, # 14 p. 2447 - 2461

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Citation Number: 32

Abstract

Abstract A facile route to a family of bis (aryl) diynes containing both an electron donating pyridine ring and an electron accepting iodobenzene has been developed. The convergent synthesis involves the coupling of 2-, 3-, or 4-bromopyridine with TMS-acetylene, followed by deprotection to form the first half of the molecule. Similarly, 2-, 3-, or 4-iodoaniline was coupled to TMS-acetylene after protection of the amine group as a diethyltriazine. After ...