Broad Scope Extra‐Annular [4 + 2] Cycloaddition of  o ‐Carboryne with Styrenes: Efficient Route to Carborane‐Fused Polycyclics | Zendy

Zhang Jie | Zendy; Xie Zuowei | Zendy

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Broad Scope Extra‐Annular [4 + 2] Cycloaddition of o ‐Carboryne with Styrenes: Efficient Route to Carborane‐Fused Polycyclics

Author(s) -

Zhang Jie,

Xie Zuowei

Publication year - 2018

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201800355

Subject(s) - chemistry , carborane , cycloaddition , scope (computer science) , substrate (aquarium) , combinatorial chemistry , reaction conditions , stereochemistry , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , oceanography , computer science , programming language , geology

o ‐Carboryne (1,2‐dehydro‐ o ‐carborane) generated in situ from the precursor 1‐OTf‐2‐Li‐ o ‐1,2‐C 2 B 10 H 10 undergoes an efficient extra‐annular [4 + 2] cycloaddition with styrenes at room temperature to give a series of carborane‐fused polycyclics in good to high isolated yields. This reaction is compatible with many functional groups and has a very broad substrate scope. Further transformations of the resultant products have been carried out, affording various multi‐functionalized o ‐carboranes.

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