Literally hundreds of borazines, (RBNR')3, are known, but only relatively few unsymmetrically substituted derivatives of the six-membered B3N3 heterocycle have been characterized and their chemistry has hardly been explored.1 The most readily available
An iron-catalyzed
methylene forming strategy is disclosed through
sequential C–H and C–O bond functionalization of methanol
with cosolvent water. This protocol provides an easy and novel access
to methylene-tethered imidazo[1,2-a]pyridine and
2-aminopyridine analogues in a sustainable manner and represents a
complementary approach to traditional methylene forming strategies.
We
herein develop a selective phosphoranation of alkynes with phosphonium
cation, which directs a concise approach to isoquinolines from unactivated
alkyne and nitrile feedstocks in a single step. Mechanistic studies
suggest that the annulation reaction is initiated by the unprecedented
phosphoranation of alkynes, thus representing a unique reaction pattern
of phosphonium salts and distinguishing it from existing protocols
that largely rely on the utilization of highly functionalized imines/oximes
and/or highly polarized alkynes.
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