“…Azacyclobutadiene (azete) is a highly reactive and unstable molecule, the physical properties of which have been investigated experimentally and theoretically 2. Although the reaction of an isolable azacyclobutadiene kinetically stabilized by bulky substituents has been reported,2d–f the utility of such compounds in organic synthesis has remained largely unexplored. In particular, azacyclobutadiene is known to undergo [2+2] cycloreversion to provide acetylene and hydrogen cyanide (Scheme ) 2b,h.…”
A one‐carbon unit is lost in the condensation of α‐chloro oxime ethers induced by lithium diisopropylamide [Eq. (1)]. This reaction, which provides alkynyl oxime ethers in good yields, is proposed to proceed via a 2‐(iminomethyl)azacyclobutadiene intermediate.
“…Azacyclobutadiene (azete) is a highly reactive and unstable molecule, the physical properties of which have been investigated experimentally and theoretically 2. Although the reaction of an isolable azacyclobutadiene kinetically stabilized by bulky substituents has been reported,2d–f the utility of such compounds in organic synthesis has remained largely unexplored. In particular, azacyclobutadiene is known to undergo [2+2] cycloreversion to provide acetylene and hydrogen cyanide (Scheme ) 2b,h.…”
A one‐carbon unit is lost in the condensation of α‐chloro oxime ethers induced by lithium diisopropylamide [Eq. (1)]. This reaction, which provides alkynyl oxime ethers in good yields, is proposed to proceed via a 2‐(iminomethyl)azacyclobutadiene intermediate.
“…Synthesis of polycyclic 2-(carboxymethyl)aziridine derivatives via photochemical rearrangements has been extensively reported in the literature. − …”
Section: Synthesis Of 2-(carboxymethyl)aziridine
Derivativesmentioning
“…The recently prepared tri-terf-butylazete (178)146 is also very amenable to cycloaddition reactions and represents an ideal starting material for the study of the valency isomers of pyridines bearing sterically demanding substituents by means of its reaction with acetylenes and the thermally and photochemically induced subsequent reactions of the products thus obtained. [147][148][149][150] Bi-, tri-, and tetracyclic isomers of aza-phosphabenzenes151 are also analogously accessible from the reactions of 178 with phosphaalkynes.…”
Section: With Cyciopentadienes and Cyciohexadienesmentioning
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