Methods of Making Fused Ring Compounds

摘要

The present invention relates to methods of making fused ring compounds, such as indeno-fused naphthols, and fused ring indenopyran compounds, such as indeno-fused naphthopyrans, that each employ an unsaturated compound represented by the following Formula II.;;Referring to the unsaturated compound of Formula II: Ring-A can be selected from optionally substituted aryl (e.g., phenyl); m can be, for example, from 0 to 4; R1 for each m can be selected from optionally substituted hydrocarbyl (e.g., C1-C6 alkyl) optionally interrupted with at least one linking group (e.g., —O—); and R3 and R16 can each be independently selected from, for example, hydrogen or optionally substituted hydrocarbyl, such as C1-C8 alkyl. When Ring-A is a phenyl group, the unsaturated compound represented by Formula II can be referred to as an unsaturated indanone acid/ester compound, or an indenone acid/ester compound (depending on whether R16 is hydrogen, or an optionally substituted hydrocarbyl group).

主权项

1. An unsaturated compound represented by Formula II, wherein Ring-A is selected from unsubstituted aryl, substituted aryl, unsubstituted fused ring aryl, substituted fused ring aryl, unsubstituted heteroaryl, and substituted heteroaryl, m is selected from 0 to 4, R1 for each m is independently selected from hydrocarbyl optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —S(O)—, —SO2—, —N═N—, —N(R11′)— where R11′ is selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, —Si(OR13′)k(R13′)j—, where k and j are each independently selected from 0 to 2, provided that the sum of k and j is 2, and each R13′ is independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof; substituted hydrocarbyl optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —S(O)—, —SO2—, —N═N—, —N(R11′)— where R11′ is selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, —Si(OR13′)k(R13′)j—, where k and j are each independently selected from 0 to 2, provided that the sum of k and j is 2, and each R13′ is independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof; halogen; cyano; and —N(R11′)R12′, wherein R11′ and R12′ are each independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, or R11′ and R12′ together form a ring structure optionally including at least one heteroatom, and R3 is selected from hydrogen; hydrocarbyl optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —S(O)—, —SO2—, —N═N—, and —N(R11′)— where R11′ is selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, and combinations of two or more thereof; and substituted hydrocarbyl optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —S(O)—, —SO2—, and —N(R11′)— where R11′ is selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, and combinations of two or more thereof, and R16 is selected from hydrogen, hydrocarbyl and substituted hydrocarbyl.