Journal
TETRAHEDRON
Volume 57, Issue 35, Pages 7557-7574Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)00716-5
Keywords
hydrogenation; catalysis; medium-ring heterocycles; macrocycles
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A wide range of nitroarenes bearing aldehyde containing side chains, readily available by hydroformylation of the corresponding alkenes have been hydrogenated over heterogeneous palladium or platinum catalysts to give medium and large heterocycles either resulting from direct cyclisation or by the formation of dimers. The yields of monomers and dimers are discussed as a function of ring size and the pattern of heteroatom substitution in the substrates; in general the greater the number of heteroatoms. in the chain, the greater the yield of cyclic compounds. (C) 2001 Elsevier Science Ltd. All rights reserved.
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