Synthesis of Strained Heterobicycles from Alkynes and Heterocumulenes

DOI: 10.1021/jo00349a017

Source and publish data:

Journal of Organic Chemistry p. 1909 - 1915 (1982)

Update date:2022-08-03

Topics:

Authors:

Hogeveen, H.

Kingma, R. F.

Kok, D. M.

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Article abstract of DOI:10.1021/jo00349a017

A one-pot synthesis of strained heterobicycles such as 2-thia(or 2-aza)-3-iminobicyclo<2.2.0>hex-5-enes and 2-thia-3-azabicyclo<4.2.0>oct-7-ene 2-oxides from alkynes, aluminum halides, and heterocumulenes (isothiocyanates, carbodiimides, N-sulfinylaniline) is described.The thermal and acid-promoted reactions of the permethylated 2-thia-3-iminobicyclo<2.2.0>hex-5-ene 2 to monocyclic isomeres are reported.

Full text of DOI:10.1021/jo00349a017

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