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Rapid Access to Csp3-Rich Bioisostere Scaffolds Through Photoredox Catalysis
Rapid Access to Csp3-Rich Bioisostere Scaffolds Through Photoredox Catalysis
상세정보
- 자료유형
- 학위논문 서양
- 최종처리일시
- 20260202103205
- ISBN
- 9798280748804
- DDC
- 547
- 저자명
- Chen, Jingjia.
- 서명/저자
- Rapid Access to Csp3-Rich Bioisostere Scaffolds Through Photoredox Catalysis
- 발행사항
- [Sl] : Princeton University, 2025
- 발행사항
- Ann Arbor : ProQuest Dissertations & Theses, 2025
- 형태사항
- 288 p
- 주기사항
- Source: Dissertations Abstracts International, Volume: 86-12, Section: B.
- 주기사항
- Advisor: MacMillan, David W. C.
- 학위논문주기
- Thesis (Ph.D.)--Princeton University, 2025.
- 초록/해제
- 요약Drug development is a costly and time-intensive process, often taking a decade or more to advance a candidate molecule from discovery to market. Accelerating early-stage drug discovery-particularly the rapid synthesis of structurally diverse compounds for hit identification-is critical to reducing timelines and delivering life-saving therapeutics. Catalysis has emerged as a cornerstone of modern synthetic chemistry, enabling efficient, sustainable, and scalable methods for accessing complex molecules. Among these, photoredox catalysis has revolutionized organic synthesis over the past two decades by leveraging visible light to generate reactive intermediates from abundant precursors. This approach has unlocked unconventional bond disconnections and transformations that were previously inaccessible.This thesis explores photoredox catalytic strategies to incorporate aliphatic scaffolds-key structural motifs in pharmaceuticals-into drug-like molecules with enhanced efficiency. Chapter 2 details a streamlined method for synthesizing diverse 2-substituted bicyclo pentanes (BCPs), strained carbocycles of growing importance in medicinal chemistry as bioisosteres for para-substituted arenes. Chapter 3 introduces a mild, low-toxicity protocol for the synthesis of alkyl nitriles, versatile building blocks in drug development that are traditionally accessed via harsh, hazardous conditions. Together, these methodologies address long-standing synthetic challenges and provide practical tools for constructing high-value aliphatic architectures, offering potential applications in pharmaceutical discovery and beyond.
- 일반주제명
- Organic chemistry
- 일반주제명
- Chemistry
- 일반주제명
- Pharmaceutical sciences
- 일반주제명
- Analytical chemistry
- 키워드
- Bioisostere
- 키워드
- Catalysis
- 기타저자
- Princeton University Chemistry
- 기본자료저록
- Dissertations Abstracts International. 86-12B.
- 전자적 위치 및 접속
- 로그인 후 원문을 볼 수 있습니다.
MARC
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■007cr#unu||||||||
■020 ▼a9798280748804
■035 ▼a(MiAaPQ)AAI31999858
■040 ▼aMiAaPQ▼cMiAaPQ
■0820 ▼a547
■1001 ▼aChen, Jingjia.▼0(orcid)0000-0002-1824-6688
■24510▼aRapid Access to Csp3-Rich Bioisostere Scaffolds Through Photoredox Catalysis
■260 ▼a[Sl]▼bPrinceton University▼c2025
■260 1▼aAnn Arbor▼bProQuest Dissertations & Theses▼c2025
■300 ▼a288 p
■500 ▼aSource: Dissertations Abstracts International, Volume: 86-12, Section: B.
■500 ▼aAdvisor: MacMillan, David W. C.
■5021 ▼aThesis (Ph.D.)--Princeton University, 2025.
■520 ▼aDrug development is a costly and time-intensive process, often taking a decade or more to advance a candidate molecule from discovery to market. Accelerating early-stage drug discovery-particularly the rapid synthesis of structurally diverse compounds for hit identification-is critical to reducing timelines and delivering life-saving therapeutics. Catalysis has emerged as a cornerstone of modern synthetic chemistry, enabling efficient, sustainable, and scalable methods for accessing complex molecules. Among these, photoredox catalysis has revolutionized organic synthesis over the past two decades by leveraging visible light to generate reactive intermediates from abundant precursors. This approach has unlocked unconventional bond disconnections and transformations that were previously inaccessible.This thesis explores photoredox catalytic strategies to incorporate aliphatic scaffolds-key structural motifs in pharmaceuticals-into drug-like molecules with enhanced efficiency. Chapter 2 details a streamlined method for synthesizing diverse 2-substituted bicyclo pentanes (BCPs), strained carbocycles of growing importance in medicinal chemistry as bioisosteres for para-substituted arenes. Chapter 3 introduces a mild, low-toxicity protocol for the synthesis of alkyl nitriles, versatile building blocks in drug development that are traditionally accessed via harsh, hazardous conditions. Together, these methodologies address long-standing synthetic challenges and provide practical tools for constructing high-value aliphatic architectures, offering potential applications in pharmaceutical discovery and beyond.
■590 ▼aSchool code: 0181.
■650 4▼aOrganic chemistry
■650 4▼aChemistry
■650 4▼aPharmaceutical sciences
■650 4▼aAnalytical chemistry
■653 ▼aBioisostere
■653 ▼aCatalysis
■653 ▼aPhotoredox catalysis
■653 ▼aRadical chemistry
■653 ▼aSynthetic methodology
■690 ▼a0490
■690 ▼a0485
■690 ▼a0486
■690 ▼a0572
■71020▼aPrinceton University▼bChemistry.
■7730 ▼tDissertations Abstracts International▼g86-12B.
■790 ▼a0181
■791 ▼aPh.D.
■792 ▼a2025
■793 ▼aEnglish
■85640▼uhttp://www.riss.kr/pdu/ddodLink.do?id=T17357306▼nKERIS▼z이 자료의 원문은 한국교육학술정보원에서 제공합니다.
