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New reagents for C-C and C-N bond formation

Award Number: R35GM142577
ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES
OPDIV: NIH
AWARD CLASS: DISCRETIONARY
AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)
PERIOD OF PERFORMANCE START DATE: 07/01/2021
PERIOD OF PERFORMANCE END DATE: 04/30/2026

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New reagents for C-C and C-N bond formation - PROJECT SUMMARY/ABSTRACT Chemical synthesis has long benefited public health through the discovery and preparation of pharmaceuticals, the synthesis and study of natural products, and the development of new methods for drug delivery among many others. The continuation and acceleration of such contributions requires the development of new chemical methods with a focus on increasing selectivity, efficiency, practicality and scalability, and the ability to access diverse and novel chemical space. Our laboratory focuses on the creation of new chemical methods, novel reagents, and the total synthesis of bioactive natural products. Each project focuses on filling a key gap in the literature while delivering end products that will be of immediate and practical use to the scientific community, both in the context of fundamental chemistry and translational drug discovery. This proposal combines two distinct, but thematically linked, programs that share the overarching goal of developing novel methods and reagents to enable new chemical transformations and explore new chemical space with direct applications to medicinal chemistry, natural product synthesis, and drug discovery. The first section of the proposed work will develop new methods that allow for the efficient installation of sulfonimidoyl moieties onto both simple and complex scaffolds and the use of sulfonimidoyl-containing reagents for the syntheses of otherwise difficult-to-access chemical space including pharmaceutically relevant spirocycles and natural products. Among the methods in this proposal are the synthesis and applications of sulfoximines as asymmetric molecular transfer reagents, the use of sulfoximines as chiral anion stabilizing groups for anion relay chemistry, the development of modular syntheses of sulfonimidoyl fluorides and chiral bifunctional sulfonimidoyl linchpin reagents. In the second section, diazirines are developed as unique nitrogen transfer reagents, which react with a wide variety of chemical handles including carboxylic acids, unactivated C–H bonds, alcohols, and α-positions. The products of these reactions, diaziridines, are versatile heterocycles that are easily transformed in one step to high-value amines, hydrazines, and nitrogen-containing heterocycles. This chemistry will be applied in the target-oriented synthesis of hydrazine, hydrazide, and piperazic acid- containing natural products, asymmetric transformations, and the synthesis of novel probes for proteomics. The chemistry developed throughout this proposal will enhance the discovery and development of new small molecule therapeutics across disease states in both academic and industry.


Issue Date FY	Funding FY	Legal Entity Name	Legal Entity Address	Legal Entity City	Legal Entity State	Legal Entity Zip Code	Legal Entity COUNTY	Legal Entity COUNTRY	Assistance Listing	Award Code	Budget Year	Action Date	Action Type	Action Amount

Issue Date FY: 2026 ( Subtotal = -$40 )
2026	2025	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 USF MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	000	5	8/14/2026	NON-COMPETING CONTINUATION	-$40
														Subtotal = -$40

Issue Date FY: 2025 ( Subtotal = $411,750 )
2025	2025	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 USF MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	000	5	4/16/2025	NON-COMPETING CONTINUATION	$411,750
														Subtotal = $411,750

Issue Date FY: 2024 ( Subtotal = $556,498 )
2024	2024	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 USF MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	001	4	8/2/2024	NON-COMPETING CONTINUATION	$41,175
2024	2024	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 USF MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	002	4	9/10/2024	SUPPLEMENT FOR EXPANSION	$144,748
2024	2024	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 USF MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	000	4	4/15/2024	NON-COMPETING CONTINUATION	$370,575
														Subtotal = $556,498

Issue Date FY: 2023 ( Subtotal = $411,750 )
2023	2023	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	000	3	4/11/2023	NON-COMPETING CONTINUATION	$411,750
														Subtotal = $411,750

Issue Date FY: 2022 ( Subtotal = $411,750 )
2022	2022	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	001	2	6/22/2022	NON-COMPETING CONTINUATION	$41,175
2022	2022	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	000	2	4/8/2022	NON-COMPETING CONTINUATION	$370,575
														Subtotal = $411,750

Issue Date FY: 2021 ( Subtotal = $411,750 )
2021	2021	H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE HOSPITAL, INC.	12902 MAGNOLIA DR	TAMPA	FL	33612	HILLSBOROUGH	USA	Biomedical Research and Research Training	000	1	6/22/2021	NEW	$411,750
														Subtotal = $411,750

Grand Total All Awards = $2,203,458

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New reagents for C-C and C-N bond formation

Award Number: R35GM142577

ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES

OPDIV: NIH

AWARD CLASS: DISCRETIONARY

AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)

PERIOD OF PERFORMANCE START DATE: 07/01/2021

PERIOD OF PERFORMANCE END DATE: 04/30/2026

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