炔類化合物是有機合成中的重要中間體，目前已經(jīng)發(fā)展出了一些非常常用的人名反應，例如Corey-Fuchs reaction, Seyferth-Gilbert reaction和 Sonogashira Coupling reaction。合成炔類化合物的方法按照反應類型可以分為兩大類：官能團轉(zhuǎn)化構建碳碳三鍵；在分子中引入帶有碳碳三鍵的部分。但是在反合成設計上，按照炔基在分子中所處的位置（處于末端；或中間位置）對合成方法進行分類，更加方便應用，因此，接下來介紹的是末端炔烴的構建。
端炔在堿的作用下，形成sp碳碳負離子，繼而發(fā)生SN2反應，也是引入炔基的常用方法。
實例
To a flask was added 4.650 g (50.51 mmol,1.100 equiv) of lithium acetylide-ethylene diamine complex (commercially available) in 70.0 mL of DMSO. The suspension was stirred for several minutes, followed by the addition of 13.572 g (45.95 mmol) ofl-bromo-6-[(tert-butyldimethylsily1) oxylhexane (A) to the flask. The reaction mixture was stirred at 25 oC for 42 h, followed by the addition of 50 mL of water to the mixture. The mixture was extracted with three 100-mL portions of ether. The combined organic extracts were washed with one 100 mL portion of water and one 100 mL portion of a saturated brine solution and dried over anhydrous MgSO4, The extracts were filtered and the filtrate was concentrated in vacuo to yield orange/brown oil. Purification of the oil by distillation (78-80 oC, 0.85 mmHg) yielded 8.584 g (77.7%) of clear oil (P).
Reference: J. Org. Chem. 1991, 56, 2883–2894.
