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1,3-Dinitrodibenz[b,f][1,4]oxazepin-11(10H)-one, prepared by intramolecular displacement of nitro group in N-(2-hydroxyphenyl)-2,4,6-trinitrobenzamide, reacts with O- and S-nucleophiles to yield the products of mono-or bis-substitution of the nitro group. N-Alkylation of the nitro substituted dibenz[b,f][1,4]oxazepin-11(10H)-ones yields analogues of a known antidepressant drug Sintamil.

The nucleophilic substitution of hydrogen in heterocyclic chemistry is discussed. The study shows that the formal total synthesis of D, L-physostigmine, the key intermediate is obtained in the reaction of 4-nitroanisole with 3-pheylpyrrolidin-2-one derivative following the fluoride-assisted ONSH protocol.

A new and efficient enantioselective synthesis of both enantiomers of syn-(3-trifluoromethyl)isoserine is achieved through a study. Ring opening of trifluoromethylated cyclic sulfates, derived from enantiopure trifluoromethylated vicinal diols, with various nucleophiles occurred exclusively at C2 with inversion of chirality.

A novel gold-catalyzed deoxygenated cyclization of cis-2,4-dien-1-als is reported to pursue the synthetic value of cis-2,4-dien-1-als via a regiocontrolled 1,4-addition of two nucleophiles, which allows formation of two C-X bonds on the newly generated cyclopentene framework. This approach enables a one-step construction of complex polycyclic frameworks via diversified annulations of cis-2,4-dien1-als with suitable alkene and arene nucleophiles.