Comparing with the fruitful chemistry of active Huisgen 1,4-dipoles and the enamino esters, the reactivity of this kind of active 1,3-dipoles is still not broadly investigated. Recently, we have found that the reaction of РћВ±-amino acids with dialkyl acetylenedicarboxylates afforded a new kind of azomethine ylide, which could reacted with some typical dienophiles such as N-substituted maleimides and 3-methyleneoxindoles to give diverse pyrrolopyrrole and spiro derivatives (Fig. These kind of active enamines have the similar structural characters to that of the widely employed РћР†-enaminone and РћР†-enmino esters and showed versatile applications in construction of nitrogen-containing heterocycles 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36. In this decades, the similar active enamines derived from addition reaction of aromatic amines to electron-deficient alkynes were also widely recognized as useful synthon for the synthesis of various N- and N, O-heterocycles (Fig. Traditionally, the addition reaction of aromatic nitrogen-containing heterocycles such as pyridine, quinolone and isoquinoline to election-deficient alkynes including dialkyl acetylenedicarboxylates resulted in active Huisgen 1,4-dipoles, which can be trapped by various reagents including dienophiles to accomplish diverse carbon-carbon bond formation reactions and various heterocyclic constructions (Fig.

The tertiary amine such as pyridine, quinolone, isoquinoline promoted nucleophilic addition reaction of electron-deficient alkynes have attracted much research efforts in the past decades 1, 2, 3.

Bruker apex ylid