# New Strategies and Reactions for the α-C–H Functionalization and Hydrofunctionalization of Carbon–Carbon Multiple Bonds

> **NIH NIH R35** · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · 2024 · $372,720

## Abstract

Project Summary
The objective of this project is the development of a series of new organic methods through nontraditional
approaches for the activation of the π-bonds of alkynes and alkenes, along with their associated propargylic
and allylic positions. These methods greatly increase the versatility of these functional groups, providing
streamlined access to substructures and motifs that regularly occur in compounds of relevance to biomedical
research. In particular, in the first research area, we develop iron-based catalysts for the catalytic generation
of nucleophilic propargyl and allyl equivalents. The production of these catalytic intermediates will allow for the
formation of C–C and C–X bonds in a variety of synthetically useful and biomedically relevant contexts. In the
second research area, we develop methods that take advantage of a newly discovered series for reagents and
conditions for the generation of electron-deficient vinyl intermediates from alkynes. These reagents and
conditions enable the development of vinyl electrophile chemistry in complex, late-stage contexts for the
synthesis of heterocyclic derivatives and trisubstituted olefins in a stereodefined manner. These new methods
will allow for drug discovery and development efforts to take place in an accelerated manner to exert a positive
impact on public health.

## Key facts

- **NIH application ID:** 10875413
- **Project number:** 5R35GM142945-04
- **Recipient organization:** UNIVERSITY OF PITTSBURGH AT PITTSBURGH
- **Principal Investigator:** Yiming Wang
- **Activity code:** R35 (R01, R21, SBIR, etc.)
- **Funding institute:** NIH
- **Fiscal year:** 2024
- **Award amount:** $372,720
- **Award type:** 5
- **Project period:** 2021-07-01 → 2026-06-30

## Primary source

NIH RePORTER: https://reporter.nih.gov/project-details/10875413

## Citation

> US National Institutes of Health, RePORTER application 10875413, New Strategies and Reactions for the α-C–H Functionalization and Hydrofunctionalization of Carbon–Carbon Multiple Bonds (5R35GM142945-04). Retrieved via AI Analytics 2026-05-23 from https://api.ai-analytics.org/grant/nih/10875413. Licensed CC0.

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