F-Butyl isonitrile

CYCLOPROPANES Methyl diazo propionate. Copper(I)oxide-f-Butyl isonitrile. CYCLOPROPENONE Tri-n-butyltin hydride. 

A synthesis of arylamidines" from ArBr, f-butyl isonitrile, and amines is promoted by Pd(OAc)2 or PdCly in combination with dppf and CS2CO3. 

Cyclopentanecarboxylates. These substances can be prepared by the reaction of 1,3-diiodopropane with an a,j3-unsaturated ester in the presence of copper and an isonitrile (f-butyl isonitrile or cyclohexyl isonitiile). ... 

When a toluene solution of a mixture of cyclotrisilane 34 and cyclohexyl isocyanate (or f-butyl isocyante) was heated at 70 °C, cyclic di- and trisiloxanes 37 and 38, i.e. the cyclic dimer and trimer of the silanone 36, were obtained together with the corresponding isonitrile RN=C. The formation of 37 as well as 38 was completely suppressed in the presence of hexamethylcyclotrisiloxane (19 D3) instead, quantitative conversion of 35 into 39, the formal insertion product of the silanone 36 into the Si—O bond of D3, occurred (Scheme 14). Since neither cyclodisiloxane 37 nor cyclotrisiloxane 38 reacted with D3 under the reaction conditions, the possibility that 37 or 38 is the precursor of 39 was ruled out. Whereas the oxidation of 35 with cyclohexyl and t-butyl isocyanates proceeded with exclusive formation of 37 and 38 (as the silicon-containing compounds) the reaction of 35 with phenyl isocyanate resulted in the formation of 37 in low yield. Furthermore, in this case the presence of D3 did not totally suppress the formation of 37. According to the authors, these results indicate that the oxidation of 35 with cyclohexyl and f-butyl isocyanates appears to use other reaction channels than that with phenyl isocyanate. 

Copper(l) oxide-r-Butyl isonitrile, Cu20-(CH3)3CNC. r-Butyl isonitrile can be prepared by the procedure of Ugi and Meyr.1 Dimerization of x f-unsaturated carbonyl and nitrile compounds.2 This copper-isocyanide system effects dimerization of a,jS-unsaturated carbonyl and nitrile compounds ... 

Next, Jt-acidic carbonyl and isonitrile ligands were incorporated into the coordination sphere either by exposing 23 to CO gas (1 atm) or f rf-butyl isonitrile (2 equiv.) to obtain complexes 24 and 25, respectively, in quantitative yields (Scheme 8). 

A multistep synthetic method has been reported for accomplishing hydrocyanation of various types of olefins that utilizes an organic isonitrile instead of HCN. The olefin is first treated with a stoichiometric quantity of Cp2Zr(H)Cl(Cp = tj CsH ), followed by successive additions of f-butyl isocyanide and iodine. Trimethylsilyl isocyanide was also used as the CN source. 

A mixture of phenylacetic acid, -butyl bromide, cuprous oxide, and cyclohexyl isocyanide as base in benzene stirred and heated 17 hrs. at 80° -> -butyl phenyl-acetate. Y 86%. - Pyridine may also be used as base but is less effective than isonitriles. F. e. s. T. Saegusa and I. Murase, Synth. Commun. 2, 1 (1972). 

Acetylene passed slowly at 85° into a soln. of tert-buiy isocyanide and Ni-acetate in 1,2-didilorethane until spectroscopy shows disappearance of the startg. isonitrile after ca. 10 hrs. -> 5-t rr-butylamino-l-t rt-butyl-2-cyanopyrrole. Y 77%. F. e. and catalysts s. M. Jautelat and K. Ley, Synthesis 1970, 593. 

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