Isocyanides ethyl isocyanoacetate

Ethylenedioxybutyl)-3-trichloro-acetamido-l-cyclohexene, 58, 9, 11 Ethylene glycol, 56, 44 Ethyl a-fluoro-l-naphthaleneacetate, 57, 73 Ethyl 2-fluoropropanoate, 57, 73 3-Ethylhexane, 58, 3, 4 3-ETHYL-l-HEXYNE, 58, 1, 2, 3, 4 Ethylidenecyclohexane, 59, 46 Ethyliodide, 59, 133 Ethyl 2-iodo-3-nitropropionate, 56,65 Ethyl isocyanide, 55, 98 Ethyl isocyanoacetate, 59,184 l-Ethyl-4-isopropylbenzene, 55,10 Ethyl levulinates, 5-substituted, 58, 81 ETHYL 2-METHYL1NDOLE-5CARBOXY-LATE, 56, 72... 

Selenazoles were synthesised by the reaction of isoselenocyanates (128) with isocyanides (129). Isocyanides having only one substituent at the a carbon such as ethyl isocyanoacetate and benzyl isocyanide gave 1,3-selenazoles in good yield (130) <97T13667>. 

Gribble and Pelkey adapted the Barton-Zard pyrrole synthesis [84] to 3-nitroindoles and ethyl isocyanoacetate (and tosylmethyl isocyanide) to give 2,4-dihydropyrrolo [3,4-T [indoles (Scheme 15, equation 1) [85, 86], In complementary work, Gribble and cowoikers synthesized pyrrolo[3,4-fc]indoles from the 1,3-dipolar cycloaddition of 2- and 3-nitroindoles with miinchnones (1,3-oxazo-lium-5 elates) (eqnations 2, 3) [87, 88]. The mesoionic miinchnones were generated in situ from the appropriate Af-benzyl-Af-acylamino acids. Gribble and Kishbaugh... 

Choice of base can play a crucial role in the success of the Schdllkopf reaction, as the reactivity of a-metalated isocyanides varies as a function of the metal counterion. For example, although lithium ethyl isocyanoacetate (8) condenses readily with a wide range of acid chlorides, lithio-8 fails to react with less reactive ester electrophiles and affords only isocyanide dimerization products. Likewise, only a-metalated alkyl isocyanides lacking electron-withdrawing groups at the a-position are sufficiently nucleophilic to react with amide electrophiles in the Schdllkopf reaction. ... 

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