April 12, 2021: Andres, Jen, Tony, and Xiao's first report on N-HVI mediated Heterocyclic Group Transfer or "HGT" entitled "Heterocyclic group transfer reactions with I(III) NHVI reagents: access to N-alkyl(heteroaryl)onium salts via olefin aminolactonization" has been accepted for publication in Chem. Sci.: https://doi.org/10.1039/D1SC00187F!
This work represents our first report on this exciting new direction for the W lab! While it may have been on Chem Rxiv for a little while now, this final report features an expanded substrate scope and a more complete picture of our platform for the synthesis of complex (heteroaryl)onium salts with N-HVIs. These salts are a versatile and emerging functional handle for organic chemistry, spanning heterocycle synthesis to radical precursors for cross coupling. With all the exciting new chemistry emerging around pyridinium salts, there has been little innovation around how we make them, and that is where we come in. Using N-HVIs, we have a highly modular and general toolkit for introducing these functional handles. In this report, we look at an "aminolactonization" from simple alkenoic acids, using in situ generated N-HVIs and operationally simple conditions. With this under our belt, we have a lot of exciting new projects underway in the group looking at sticking pyridinium salts anywhere your heart desires on organic molecules. Be sure to check it out and stay tuned!!!
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8/4/2022 03:06:56 am
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