Institute of Chemical Sciences and Engineering, École Polytechnique Fédérale de Lausanne (EPFL), CH-1015 Lausanne, Switzerland.
J Org Chem. 2022 Dec 16;87(24):16882-16886. doi: 10.1021/acs.joc.2c02121. Epub 2022 Dec 2.
1-Alkynyl triazenes are versatile reagents in synthetic organic chemistry, but the structural diversity of this compound class has so far been limited. Herein, we describe the synthesis of a terminal 1-alkynyl triazene. Subsequent functionalization allows the preparation of 1-alkynyl triazenes with a range of functional groups including esters, alcohols, cyanides, phosphonates, and amides. Furthermore, the terminal 1-alkynyl triazene can be used for the synthesis of di- and triynes and for the preparation of (hetero)aromatic triazenes in metal-catalyzed cyclization reactions.
1-炔基三氮烯是合成有机化学中用途广泛的试剂，但迄今为止，该化合物类别的结构多样性受到限制。在此，我们描述了末端 1-炔基三氮烯的合成。随后的功能化允许制备具有一系列官能团的 1-炔基三氮烯，包括酯、醇、氰化物、膦酸酯和酰胺。此外，末端 1-炔基三氮烯可用于二炔和三炔的合成以及在金属催化环化反应中用于制备（杂）芳基三氮烯。
